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Deals on vacations and trips to Chicago

Save when you book chicago, il package deals.

I only need accommodations for part of my trip

Chicago flight + hotel vacation packages

JW Marriott Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

Fairmont Chicago at Millennium Park Gold Experience

Trump International Hotel & Tower Chicago

Virgin Hotels Chicago

Top chicago hotel deals.

Congress Plaza Hotel

River Hotel

Warwick Allerton - Chicago

Eurostars Magnificent Mile

Aloft Chicago Mag Mile

Hotel Felix River North/Magnificent Mile

Popular places to visit, wrigley field.

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Chicago Vacations

You’ve long known of Chicago’s reputation as the “The Windy City,” and now that you’re here, wise wanderer, walking amid the fountains, bike trails, and art installations of Lake Michigan’s waterfront, you’ve certainly found yourself blown away. As one of the most storied cities in the U.S., Chicago overflows with history and culture around every corner, and there’s no shortage of exciting adventures awaiting you here. And by choosing one of the Chicago vacations featured here on Travelocity, you can sink your teeth into the Chi-Town’s iconic deep-dish pizza, root for the World Series-winning Cubs, and shop along the Magnificent Mile.

Hotels in Chicago

Embarking on your first adventure in this one-of-a-kind city? Where you choose to stay makes a big difference when it comes to vacations in Chicago. To ensure you make the right choice, here are four hotels you’ll fall in love with:

• Congress Plaza Hotel : Looking for a luxurious space to serve as home base while in Chicago? This is the place. Offering views of lush Grant Park, this iconic downtown hotel has been a presence in the city since 1893 and is just a quick walk from the Art Institute of Chicago. Choose from rooms with marble bathrooms, whirlpool tubs, and views of Lake Michigan. Fitness fanatics can workout in the on-site exercise room, while foodies can sample the offerings at the Congress Plaza’s own steakhouse or lounge. And if you need a trim before a night out on the town, there’s even a barbershop in the hotel.
• Hyatt Regency Chicago : Located a brisk walk from Millennium Park and the Magnificent Mile, this luxurious conference hotel sports contemporary rooms with iPod docks, high-def TVs, and for-a-fee Wi-Fi. To live it up a little, upgrade to a lakeview club room that includes complimentary breakfast on weekdays, and small bites in an upscale lounge. Other on-site eateries include a steak-and-sushi restaurant and a trendy sports bar.
• Wyndham Grand Chicago Riverfront : Situated just two miles from Millennium Park, the high-end, pet-friendly Wyndham Grand hotel invites you to spend your nights in their extravagant rooms that include hardwood accents and high-definition TVs among other amenities. You can optionally upgrade to a riverview room, or reserve a suite replete with separate living spaces and a soaking tub. In-room massages are available for an additional fee, but access to the on-site fitness center is free for all guests. And as far as food is concerned, there’s an American restaurant with a bar and in-room dining services.
• The Palmer House Hilton : Showcasing an ornately painted lobby that complements the masterful creations found in the nearby Art Institute of Chicago, this iconic accommodation is a mere 2 miles from the McCormick Place convention center. When it comes time to fill your belly after a day of collecting swag, pay a visit to the Palmer House’s restaurant, or swing by their plush lounge. Additional offerings here include a fitness center, full-service spa, and a pool and sauna sheltered from the elements.

Major Attractions

Choose one of our vacation packages in Chicago based around the attractions or activities you’re most looking forward to. In Near South is the sprawling Museum Campus, which consists of three large museums. Stargaze at the Adler Planetarium, pay a visit to the infamous Sue the T-Rex at the Field Museum of Natural History, and finish the museum hop at the Shedd Aquarium. Architecture aficionados will be drawn to the gorgeous buildings found in the Loop, including the Fine Arts Building, The Reliance Building, and the Rookery. Use the city's popular public transportation system to get around, but if you want to explore beyond the city limits you may want to rent a car in Chicago.

Festivals and Events

Every year, the Chicago River is dyed green for St. Patrick's Day, which is celebrated with a parade the Saturday before the holiday. This popular event is only one item in a crammed calendar of city events. Head outdoors to listen to classical music during the 10-week Grant Park Music Festival or sip on favorite beers while discovering new ones at the Chicago Craft Beer Festival in July. Live music, food, and the arts are the focus of most of the festivals. Let the festivals guide you when you plan vacation package in Chicago, IL.

Travelocity makes it easy to find a cheap vacation in Chicago at any time of year. Take a look at our unbeatable Chicago package deals today, and you’ll be on the trip of your dreams in no time.

Tours and Activities in Chicago

So you've unpacked your suitcase and you're starting to feel weary after your flight — what do you do? Curl up in bed? Not a chance... getaways are about one-of-a-kind experiences and extraordinary adventures! (Besides, you can always have a rest when you get home.)

Looking forward to some thrilling activities while you're in Chicago? We recommend trying out some of these experiences:

• Bikes, Bites & Brews Bike Tour
• Bobby’s ‘Tike’ Hike- Kid’s Edition
• Helicopter Flight at Night
• Indoor Skydiving Experience
• Lakefront Neighborhoods Bike Tour
• Historic Skyscrapers Walking Tour

Frequently asked questions

Where to stay in chicago: best areas for travelers.

• Downtown Chicago : Full of atmosphere and ambiance, this is a perfect match if you love being in the thick of the action. Choose a comfortable room at the theWit Chicago - a DoubleTree by Hilton Hotel , the Renaissance Chicago Downtown Hotel or the Cambria Hotel Chicago Loop - Theatre District . Then, you'll be ideally placed to discover this neighborhood's best attractions, like Navy Pier and Chicago Children's Museum.
• Near North Side : You've got lots of options when it comes to welcoming places to stay in this neighborhood. To start with, look up the Waldorf Astoria Chicago , The Talbott Hotel and the FieldHouse Jones . You'll be able to jump out of bed and be at terrific attractions like Navy Pier soon after.
• Lakeview : If the reason for your travels is to check off the major attractions, staying here is a wise choice. Make yourself comfortable at The Wheelhouse Hotel , the City Suites Hotel or the Best Western Plus Hawthorne Terrace Hotel . Of the area's many highlights, the crowd favorite is Wrigley Field.
• West Town : If you're on the hunt for someplace to stay in this area, the Ruby Room , the Beautiful Modern Bright And Open West Town Single Family Home and The Robey are convenient options. Creative types in particular will enjoy this part of town, with Ukrainian Institute Of Modern Art and Chicago Center for the Performing Arts among the many sights available here.
• The Loop : If you only have time to discover one attraction in this neighborhood, make a beeline for Millennium Park. Take in this well-known sight at your own pace and then head on back to the Palmer House a Hilton Hotel . The Congress Plaza Hotel and the Chicago Athletic Association also have everything you need for a pleasant stay.
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A city unlike any other, Chicago offers something for everyone.

Chicago is known for its museums, including the Art Institute of Chicago with its Impressionist and Post-Impressionist works and the Field Museum, which hosts the largest and most complete T-rex skeleton in the world, known affectionately as SUE. History meets the modern age in Chicago, with its skyscrapers and bold architecture. Here you can enjoy iconic sights and an award-winning culinary scene. Do not leave without trying a Chicago-Style pizza at Pequod's or a hotdog at historic Wrigley Field. When planning your next vacation, take advantage of member savings on your flight, hotel, and rental car.

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151 West Adams Street, Chicago, ILLINOIS, 60603, USA

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505 North Michigan Ave, Chicago, IL, 60611, US

Conrad Chicago

101 east erie street, chicago, illinois, 60611, us.

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28 north franklin street, chicago, illinois, 60606, united states.

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11 South LaSalle Street, Chicago, ILLINOIS, 60603, USA

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122 W. Monroe Street, Chicago, IL, 60603, US

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11 e. walton, chicago, illinois, 60611, us.

SpringHill Suites Chicago Downtown/River North

410 north dearborn street, chicago, illinois, 60654, usa.

Kimpton HOTEL MONACO CHICAGO

225 n. wabash avenue, chicago, il, 60601, us.

theWit Chicago - a DoubleTree by Hilton Hotel

201 n. state street, chicago, illinois, 60601, us.

Sheraton Grand Chicago Riverwalk

301 East North Water Street, Chicago, ILLINOIS, 60611, USA

LondonHouse Chicago, Curio Collection by Hilton

85 e wacker drive, chicago, illinois, 60601, us.

Chicago Marriott Downtown Magnificent Mile

540 North Michigan Avenue, (Driveway Entrance on 541 North Rush Street), Chicago, ILLINOIS, 60611, USA

Hampton Inn Majestic Chicago Theatre District

22 W. Monroe, Chicago, ILLINOIS, 60603, US

Aloft Chicago Mag Mile

243 east ontario street, chicago, illinois, 60611, usa.

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66 East Wacker Place, Chicago, ILLINOIS, 60601, US

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All-Inclusive Resort Vacations from Chicago to Mexico

Chicago to mexico resort vacation packages.

Indulge in an extraordinary vacation experience with AppleVacations.com! No matter if you're departing from Chicago or jetting off to the enchanting destination of Mexico, our all-inclusive vacation packages are meticulously crafted to provide you with an unforgettable getaway.

Cancún, Mexico: An oasis of luxury, Cancún entices with 8 world-class stays. At its helm is the sumptuous 5-star Breathless Cancun Soul Resort & Spa - All Inclusive , weaving a tapestry of Dining, Beach and Spa experiences. Elevating this ensemble are the elegant Dreams Natura Resort & Spa - All Inclusive and Dreams Playa Mujeres Golf & Spa Resort - All Inclusive . With 4 tailored family venues, to 7 extensive all-inclusive havens, a sublime escape awaits. Icons such as Riu Resorts, Majestic and Iberostar Hotels & Resorts enrich this city's allure. Experience Cancún in its full glory with our stellar vacation packages from Chicago.

Playa del Carmen, Mexico: A gem in Mexico's crown, Playa del Carmen radiates with 11 magnificent abodes. The 5-star Iberostar Grand Paraiso - All Inclusive stands tall, celebrated for its dining, romance and beach experiences. The grandeur is amplified by the magnificent Secrets Moxche Playa del Carmen - All Inclusive and Secrets Impression Moxche Playa del Carmen - All Inclusive . Offering 3 delightful family lodges, 8 total all-inclusive retreats, there’s something for everyone. Esteemed brands like Grupo Blue Bay, Princess and Hyatt Hotels and Resorts further enhance this destination's allure. Dive into the opulence of Playa del Carmen with our exclusive deals from Chicago - O'Hare.

Unleash the adventurer in you with our exclusive resort package deals from Chicago to captivating Mexico! Each package is thoughtfully designed, encompassing the cost of both your flight and accommodations, providing exceptional value for every traveler. Right now there are resort vacation packages in the top 2 destination cities in Mexico, including Cancún and Playa del Carmen, each delivering a unique blend of culture and relaxation. As of 11-14-2023 , with 8 vacation packages in Cancún at an average price of $796 and 11 vacation packages in Playa del Carmen ranging from the cost-saving, modest price of $600 to the high-end packages costing $3,181, you're you can’t go wrong. Don’t forget Cancún, Cozumel and Playa del Carmen that frequently have the cheapest vacation packages in Mexico, including flights from ORD, giving you a memorable trip without draining your wallet. Don't miss out on this chance to explore the beauty and charm of Mexico. Book your dream vacation today with AppleVacations.com and create memories that will last a lifetime!

• Romantic: $3,366 per person for a 3-night stay at Dreams Acapulco Resort & Spa - All Inclusive flying from ORD airport (May 10 - May 12, 2024) • Family-Friendly: $549 per person for a 3-night stay at Riu Caribe - All Inclusive flying from ORD airport (Mar 31 - Apr 2, 2024) • Luxury: $3,366 per person for a 3-night stay at Dreams Acapulco Resort & Spa - All Inclusive flying from ORD airport (May 10 - May 12, 2024) • All-Inclusive: $674 per person for a 3-night stay at Riu Palace Peninsula - All Inclusive flying from ORD airport (May 10 - May 12, 2024) • Adults-Only: $1,129 per person for a 3-night stay at Breathless Cabo San Lucas Resort & Spa - All Inclusive flying from ORD airport (May 10 - May 12, 2024)

Top Mexico Destination: Cancún Resort Packages from Chicago

Looking for the latest and greatest deal on an incredible vacation package from Chicago to the stunning Cancún in Mexico? AppleVacations.com has you covered with 36 flight and resort deals designed to satisfy every kind of traveler to Cancún. 3-day prices start as low as $549 and go up to $2,169 for more luxurious resort stays. Included in these unbeatable flight and resort vacations are properties from renowned hotel brands like Riu Resorts, Majestic and Iberostar Hotels & Resorts. Cancún resorts are also offering an array of amenities such as a spa, a golf and a massage services to enhance your stay. Don't miss out on the opportunity to explore the wonders of Cancún with AppleVacations.com. Book your dream vacation today and embark on a remarkable adventure filled with exceptional value and treasured memories!

• Riu Palace Peninsula - All Inclusive (May 10 - May 12, 2024): $674 per person
• Breathless Cancun Soul Resort & Spa - All Inclusive (Mar 31 - Apr 2, 2024): $950 per person
• Dreams Natura Resort & Spa - All Inclusive (Mar 31 - Apr 2, 2024): $888 per person
• All 8 deals are also in the carousel below

Top Mexico Destination: Playa del Carmen Resort Packages from Chicago

Searching for that next amazing trip out of Chicago? Head to the captivating city of Playa del Carmen in Mexico with a resort and flight package deal from AppleVacations.com. 47 exclusive airfare and resort packages have been tailored to delight every type of traveler heading to Playa del Carmen, and all with unbeatable low fares. You'll be astonished to find that our 3-day or 5-day packages start at a mere $600, up to $3,181 for the most opulent retreats. Popular hotel brands Grupo Blue Bay, Princess and Hyatt Hotels and Resorts are part of our unrivaled flight and resort vacations. Additionally, the resorts in Playa del Carmen offer an array of splendid amenities, from a spato a restaurant and a golf, ensuring an unparalleled stay experience. Your chance to uncover the marvels of Playa del Carmen awaits at AppleGetaways.com. Secure your flight from Chicago and resort in Mexico today!

• Iberostar Grand Paraiso - All Inclusive (Mar 31 - Apr 2, 2024): $1,058 per person
• Iberostar Quetzal - All Inclusive (Mar 31 - Apr 2, 2024): $923 per person
• Secrets Moxche Playa del Carmen - All Inclusive (May 10 - May 12, 2024): $956 per person
• All 11 deals are also in the carousel below

Search 169 Chicago to Mexico Resort Vacation Deals

There are currently 169 vacation package deals available for trips from Chicago to Mexico. Use our filters below to find the right package for you based on amenities, number of nights, property rating, and resort type.

Map of Mexico Resorts

Chicago to mexico vacation packages faqs, what cities in mexico have the highest rated hotels with packages offered that include a flight from chicago - o'hare.

In Mexico, the top-rated hotels that offer a flight from ORD are predominantly found in Mexico City with 181 top rated hotels, Guadalajara with 85 top rated hotels and Mérida with 69 top rated hotels.

What cities in Mexico have the cheapest packages available from Chicago?

For travelers from Chicago to Mexico, Cancún and Playa del Carmen present the most budget-friendly vacation packages. Prices begin at $549 in Cancún and $600 in Playa del Carmen.

What resort brands offer Vacations to Mexico from Chicago?

Riu Resorts, Hyatt Inclusive Collection, Grupo Blue Bay, Princess and Majestic currently have amazing package deals on flights from Chicago to Mexico with resort accommodations included. Here are some of their best deals as of 11-14-2023 :

• Riu Caribe - All Inclusive (Mar 31 - Apr 2, 2024): $549 per person
• Sunscape Sabor Cozumel - All Inclusive (May 10 - May 12, 2024): $565 per person
• BlueBay Grand Esmeralda - All Inclusive (May 10 - May 12, 2024): $600 per person
• Grand Riviera Princess All Suites Resort and Spa - All Inclusive (Mar 31 - Apr 2, 2024): $679 per person
• Majestic Elegance Costa Mujeres - All Inclusive (May 10 - May 12, 2024): $711 per person

Explore More Vacations from Chicago

Explore vacations to mexico from other us cities, explore vacations from chicago to cities in mexico, explore vacations from chicago to other countries.

*Current vacation package prices are listed as of 11-14-2023 and are subject to change based on dates, origins and availability.

Find cheap flights from Chicago to Moscow

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When to book flights from Chicago to Moscow

Faqs for booking flights from chicago to moscow, are there rental car companies at vko airport.

Yes. TIS Car and Rent Motors are two examples of rental car agencies that provide shuttle or pick-up services between Moscow Vnukovo Airport and areas outside of the airport.

What is the most convenient means of transport to the city center from VKO airport?

The Aero express train at Vnukovo Airport is regarded as the most expedient mode of transit to Moscow's city center. The train leaves the airport every 30 minutes and arrives at the Kievskaya metro station in roughly 35 minutes.

Are there hotels at O’Hare International Airport?

Yes. The Hilton Chicago O'Hare Airport Hotel can be found right across the street from terminals 1, 2, and 3. It is also connected to all domestic terminals through undergroungwalkways and can be reached via the airport transit system from the international terminal (5).

Are there parking services at ORD airport?

At O'Hare International Airport, passengers may choose from a variety of parking alternatives including valet service, hourly and daily parking, as well as long-term and economyl parking options. If you plan to park for more than 30 days, please contact the parking garage office so that they can make appropriate arrangements in advance. Vehicles that have been left parked for more than 30 days without making previous arrangements will be deemed abandoned and may be towed at the owner's cost. When leaving the parking lots, payments for parking are made with the cashier at that location. There are a variety of methods of payment available including cash, MasterCard, Visa, American Express, Discover, Diners Club, and Carte Blanche.

Do I need a passport to fly between Chicago and Moscow?

Which aircraft models fly most regularly from chicago to moscow.

We unfortunately don’t have that data for this specific route.

How does KAYAK find such low prices on flights from Chicago to Moscow?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Moscow.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Moscow?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Moscow from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Chicago to Moscow?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Moscow with an airline and back to Chicago with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Moscow?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Moscow from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight from Chicago to Moscow

• O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are Chicago's two primary hubs for international travel. The primary airport for both domestic and international travel is O'Hare International Airport. Chicago Midway Airport is a smaller satellite airport that performs the same functions as O'Hare.
• Sheremetyevo (SVO), Domodedovo (DME), and Vnukovo (VKO) are the three major airports that serve the Moscow metropolitan area. Sheremetyevo (terminal F) and Domodedovo are the two primary airports used for international flights in Moscow.
• If you are traveling through ORD, there are 15 lounges available to accommodate passengers that are waiting for their flight. Each terminal has at least one lounge. Additionally, lounges are available to passengers at each terminal of Chicago Midway Airport. These lounges include recharging stations, as well as free Wi-Fi and shower facilities for guests.
• A comfortable nursing parents lounge is available for breastfeeding and pumping parents who are traveling through O'Hare International Airport. The airport's yoga room and urban garden are adjacent to the breastfeeding room, which can be found in the rotunda of terminal 3. At Chicago Midway Airport (MDW), there is a room called the Mother's Room that provides a serene environment for nursing parents who would rather tend to their infants in a more private setting. It provides pleasant lounging space in addition to a sink and a place to wash.
• If you are traveling with a pet, you'll be happy to know that all terminals at Sheremetyevo (SVOO), Domodedovo (DME), and Vnukovo (VKO) airports have designated areas for pets to relieve themselves.

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Offering spectacular views of the Chicago River, Lake Michigan or the city skyline, this grand hotel is one of Chicago's superior riverfront destinations.

Located on the Magnificent Mile this hotel offers a relaxing oasis after a day exploring the Windy City.

Set in the heart of Chicago's famed 'Loop', this vibrant hotel provides quality amenities and classic service.

Things to do in Chicago, IL

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Known for its vibrant city atmosphere, and world-class dining, shopping, and accommodations, Chicago truly is a world-class destination. Get up-close-and-personal with wildlife at Lincoln Park Zoo or enjoy the attractions at Navy Pier. Chicago's flourishing arts and entertainment scene has some of the finest live music, comedy, dance, and opera in the country. Let Southwest Vacations help you plan a Chicago vacation package full of sports, shopping, and endless entertainment.

Cheap flight deals from Chicago (CHI) to Moscow (MOW)

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More About Flying To Moscow from Chicago

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Route Information for Flights from Chicago to Moscow

Find cheap flights from chicago to moscow, airports in chicago.

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Airports in Moscow

Moscow Domodedovo Airport is the main airport for Moscow, Russia. The airport is connected to the capital by a modern speedway, and it is located 22 kilometers southeast of the city. Cheap flights to Moscow generally fly into this airport. Book your flight on Orbitz.com to find great deals on your air travel needs.

Transportation From the Moscow Domodedovo Airport

Transportation to and from the airport is simple. You can take public transportation, taxis, or private cars to get to your destination quickly. The Aeroexpress train travels from the Paveletsky Rail Terminal to the city in approximately 45 minutes. This costs between 320 and 700 rubles.

Weather in Moscow, Russia

Temperatures in Moscow vary quite a bit, but the average overall temperature is 39 degrees Fahrenheit. It is warmest in July, at around 75 degrees Fahrenheit, and coldest in January and February, when temperatures get as low as seven degrees Fahrenheit.

Moscow's Major Attractions

No matter what you prefer to do, Moscow has an attraction that you'll enjoy. There is a multitude of museums, including the Pushkin Museum of Fine Arts and the Tretyakov Gallery, a range of religious buildings, such as the Krutitsy or Epiphany Monastery, and a wide variety of theaters, such as the Maly Theatre and the Lenkom Theatre. Moscow has a rich history, and you'll be able to experience the many facets of its culture. Book cheap flights to Moscow with Orbitz.com, and you can plan additional day trips for your visit as well.

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Refunds/changes/cancellations:  Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions:  Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

Search Deals on Chicago Vacation Packages

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Cheap Chicago Vacation Packages

You’re on the hunt for a steal of a deal on your Chicago vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Chicago hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Chicago vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Chicago for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to chicago.

When you want to book the very best Chicago getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Chicago for as low as $364 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Chicago?

Looking to save some extra cash on your Chicago vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Chicago?

If scoring the very best deal on your Chicago vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Chicago vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $364.

Can I vacation in Chicago right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chicago right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and  guidance on traveling during the coronavirus  pandemic.

What does Hotwire Chicago travel package include?

When you book a package deal on Hotwire, you can expect a Chicago vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

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Level Chicago – Old Town

Chicago vacation packages 3-4 night stays, chicago vacation packages 5-7 night stays.

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Cheap flights from Chicago (CHI) to Moscow (MOW)

When is the cheapest time to fly from chicago to moscow (chi - mow).

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Moscow as you normally would.

No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from chicago to moscow. access travel guides, tips, and recommendations to enhance your travel experience. get information about local attractions, weather, transportation options, and more., what are the most popular routes from chicago to moscow.

When deciding which route to take from Chicago to Moscow consider Chicago O'Hare Intl - Moscow Sheremetyevo, Chicago O'Hare Intl - Moscow Vnukovo or Chicago O'Hare Intl - Moscow Domodedovo as they are the most popular.

What does ORD to DME mean?

Chicago O'Hare Intl Airport is ORD and Moscow Domodedovo Airport is DME. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Moscow Sheremetyevo Airport (SVO), Moscow Vnukovo Airport (VKO), Moscow Zhukovsky Airport (ZIA) are some additional IATA codes for airports related to your trip.

Can I find deals for flights from Chicago to Moscow that include extra baggage allowance?

The amount of baggage you can bring on your Chicago to Moscow flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Can I find deals on flights from Chicago to Moscow with specific airlines?

Yes, Cheapflights allows you to browse and filter Chicago to Moscow flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Can I find deals for flights from Chicago to Moscow that include hotel bookings?

Yes. In addition to deals on Chicago to Moscow flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Moscow?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Moscow.

Can I find deals for business class flights from Chicago to Moscow?

Yes. Cheapflights offers flight deals from Chicago to Moscow by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Can I find deals for flights from Chicago to Moscow that allow pets onboard?

Many airlines flying from Chicago to Moscow offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Can I find deals on last-minute flights from Chicago to Moscow?

Yes, you can often find last-minute deals on Chicago to Moscow flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on cheapflights for your next trip., popular flight searches, check out other popular destinations found by fellow travelers in 2024, search flights from chicago to moscow by cabin class, find flights from chicago to moscow, based on your preferred cabin class, be it economy, premium economy, business, or first class., book a flight to one of these trending destinations, user searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations, fly with cheapflights, find the best flight deals on cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations., how does cheapflights help users find flights from chicago to moscow.

When you search for this flight from Chicago to Moscow, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Moscow?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Moscow for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Moscow with no change fees?

Yes, we can. To see specific flights from Chicago to Moscow with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Moscow become cheaper?

Yes! Start tracking prices for Chicago to Moscow flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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Best Vacation Packages from Chicago

All-inclusive vacation packages w/ round-trip air.

If you like to plan ahead with an early bird deal, look no further! With round-trip air for spring or summer from Chicago and all-inclusive resorts, you'll find the perfect package to the Caribbean, Mexico and Central America. Find our best deals below or pick your ideal dates and shop using our booking box on this page.

It's a November Savings Event! Click here for our best Cyber Week Deals.

CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA  ▪  JAMAICA  ▪  COZUMEL  ▪  LOS CABOS  ▪  PUERTO VALLARTA  ▪  ANTIGUA  ▪  ARUBA  ▪ --> BARBADOS  ▪ --> CURAÇAO  ▪ --> GRENADA  ▪ --> PANAMA  ▪ --> PUERTO PLATA  ▪ --> SAINT LUCIA  ▪ --> ST. MARTIN/MAARTEN  ▪ --> ST. THOMAS  ▪ --> TURKS & CAICOS  ▪ --> COSTA RICA  ▪  BAHAMAS

Riviera Maya

Kore Tulum Retreat and Spa Resort

• Adults-Only Getaway
• Up to 84% Off
• Resort Coupons ††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

5 Nights From:

$789*: 6/1-7/31

$839*: 8/1-9/30

Oleo Cancun Playa

• Room Upgrade ††

$919*: 6/1-7/31

$965*: 8/1-9/30

Krystal Grand Los Cabos

• Kids Stay, Play & Eat Free †

$919*: 8/1-9/30

$1086*: 6/1-7/31

Deja Resort

• 1 Kid Stays, Plays & Eats Free †

$933*: 6/1-7/31

$936*: 8/1-9/30

Sunscape Dominicus La Romana

• Save 41% Off
• 1st Kid Stays, Plays & Eats Free †
• Resort Credit ††

$989*: 6/1-7/31

$999*: 8/1-9/30

Puerto Vallarta

Riu Vallarta

• $500 in Resort Discount Coupons ††

6 Nights From:

$1089*: 6/1-7/31

$1098*: 8/1-9/30

Grand Park Royal Cozumel

• Up to 45% Off

$1099*: 8/1-9/30

$1259*: 6/1-7/31

Riu Palace Paradise Island

• $1260 in Resort Discount Coupons ††

3 Nights From:

$1189*: 6/1-6/30

$1508*: 8/1-9/30

$1694*: 7/1-7/31

Planet Hollywood Costa Rica Resort

• $500 Resort Credit ††

$1265*: 8/1-9/30

$1863*: 6/1-7/31

Royalton Antigua, An Autograph Collection All-Inclusive Resort

• Up to $600 Resort Credit ††

$1875*: 8/1-9/30

$2163*: 6/1-7/31

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book. † Kid's hotel offer based on one child per full paying guest and offered on select departures only; qualifying ages and maximum number of kids vary by resort and does not apply to airfare, transfers & booking fees. †† Restrictions apply. Call for details. *$789 price is based on travel from Chicago [ORD] to Kore Tulum Retreat and Spa Resort for 5 nights on July 18. Advertised prices available for bookings made electronically through your travel agent or on vacationexpress.com; small service fee of $10 applies when booking through Vacation Express Call Center. Prices are per person, based on double occupancy. For full terms and conditions, hotel information and description of all services, please refer to vacationexpress.com or call for details. Some upgrades are subject to availability upon check-in. Packages above are from O'Hare International Airport, are limited and subject to change without prior notice and are based on travel on coach/economy air with Spirit Airlines, American Airlines or other U.S. certified carriers. Airfares are per person, reflect lowest available airfare at time of printing, are subject to change and are based upon availability of class of service. Baggage charges and allowances vary by carrier and can change frequently. Most major carriers are charging a fee for checked baggage. Some airlines, including Spirit Airlines, are charging a fee for all checked and carry-on baggage. Clients must check their respective airline for the most current baggage information. Some hotels in the Cancun, Riviera Maya, Isla Mujeres and Cozumel areas of Mexico charge an environment fee of approximately $1.21 per room, per night. Fees are subject to change without notice and are payable at the hotel. Book by 5/3/24. Not responsible for errors or omissions. Registered Florida Seller of Travel no. St 38441. State of California Seller of Travel Certificate of Registration #2107538-40.

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$1,190 cheap flights from chicago (ord) to moscow (svo).

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Cheap Flights from Chicago to Moscow (ORD-SVO)

Prices were available within the past 7 days and start at $1,190 for one-way flights and $1,145 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago to Moscow Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Moscow offer the perfect respite. Not only does exploring Moscow provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Moscow may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Moscow are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Moscow more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Moscow is $1,190 now!

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Top Routes to Moscow

• Mobile to Moscow (MOB - SVO)
• Los Angeles to Moscow (LAX - SVO)
• Portland to Moscow (PDX - SVO)
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• Fort Lauderdale to Moscow (FLL - SVO)
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• Aeromexico Chicago to Mexico City
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Want to make the most out of your Chicago trip and your budget? Find attraction passes and packages offering discounts on top attractions, tours, museums, activities, and more.

Save 48% or more on admission to 5 must-see attractions with Chicago CityPASS. Buy convenient mobile tickets in one simple purchase, and enjoy ample time at each attraction with 9-day validity. CityPASS also offers a reservations portal to help plan your visits.

Chicago CityPASS includes admission to:

• Shedd Aquarium
• Skydeck Chicago

Plus your choice of admission to 3 of the following attractions:

• Field Museum
• Art Institute of Chicago
• Museum of Science and Industry
• 360 CHICAGO Observation Deck
• Adler Planetarium
• Shoreline Sightseeing Architecture River Tour

Adults, $139 (value $269) Child ages 3-11, $109 (value $221)

Chicago C3 by CityPASS

Save up to 29% on admission to your choice of 3 top attractions with Chicago C3® tickets—great for a shorter stay. Enjoy ample time at each attraction with 9-day validity.

Chicago C3 tickets include admission to 3 of the following attractions.

• Art Institute of Chicago.
• Museum of Science and IndustryChicago
• Centennial Wheel at Navy Pier

Adult $102 Child, ages 3-11 $76 Save up to 29%

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