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How Much Does it Cost To Fly To Chicago?

The cheapest flights to Chicago found within the past 7 days were $83. Prices and availability subject to change. Additional terms may apply.

Flight Info FAQ

Destination Airport O'Hare Intl.
Destination City Name Chicago
Flight Price $107

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Flights To Chicago

Each time you visit Chi-Town, you’ll fall in love anew. Even if you’ve stood in front of the famous metallic bean and stood along the Navy Pier, you won’t be left wanting for original ways to spend your time. As Mark Twain posited, “She is novelty, for she is never the same Chicago you saw when you passed through the last time.” The modern city on the shores of Lake Michigan is always evolving and will never fail to enchant you. Between the exciting sports culture and buildings that hearken back to a time when Frank Sinatra and Al Capone ran the scene, Chicago always impresses.

Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Book your airfare on Travelocity today, and you’ll save enough cash to afford all the famous frankfurters you want.

Transportation from Chicago Airports

Chicago flights land at one of the two major airports: O’Hare International Airport (ORD) and Midway International Airport (MDW). Getting to downtown Chicago from ORD is a breeze when you take the Blue line train, which is part of the Chicago Transit Authority train system. From MDW, jump on the Orange line train.

If you’re not staying downtown, buses are available to most parts of the city from both airports. When a private ride is more your style, hail a taxi outside the baggage claim area. Many hotels also have shuttle buses that will take you to and from the airport. But if independence is more your style, there are many rental car companies located within the airport if you need your own wheels; book your ride when you purchase your airfare to Chicago and your vacation is set.

Hotels Near ORD and MDW

A savvy traveler such as yourself is sure to purchase one of our top flight deals to Chicago. Not only will you travel on one of the most affordable and convenient flights, but you’re wise enough to book a Chicago hotel befitting of your fine taste:

  • The Palmer House Hilton: This hotel bills itself as hip and historic, and one step inside the lobby lets you know the description is spot on. Opulent ceilings and marble accents remind you of an era when dinner was always a formal affair, while the rooms are adorned in bright furniture and clean modern lines.
  • Wyndham Grand Chicago Riverfront: From the cocktails served fireside at Hoyt’s Patio to in-room massages, this downtown hotel is designed to pamper. Get a room with a view and overlook the Windy City from the moment you wake up, and let the concierge help you book excursions to Chicago attractions.
  • Hyatt Regency Chicago: This four-diamond hotel is connected to the Illinois Center downtown, right in the heart of the city. You’ll be just a short and leisurely walk from the Magnificent Mile and Grant Park.
  • Congress Plaza Hotel: Legendary hotels are just your style, so this Grant Park hotel has your name on it. Enjoy a view of Lake Michigan from your room, and revel in the property’s storied history, which dates back to 1893.

Things to Do in Chicago

The Windy City is known for its pizza and beloved sports teams, but the Midwest powerhouse packs a cultural punch and can impress even seasoned world travelers. Begin your exploration with an investigation of Millennium Park, and then get a taste of Chi-Town’s creative offerings at the Art Institute of Chicago. From the observation deck of the Willis Tower, you can spot your favorite attractions and plot your route of the city. Like the savvy tourist you are, you booked cheap plane tickets to Chicago. Go ahead, buy entrance to the Lincoln Park Conservatory and Brookfield Zoo.

Use Travelocity to search through the flight options to the Windy City. Once you find one of the cheapest flights to Chicago and buy your tickets, there is nothing left to do but start dreaming of mozzarella and pack your bags. Chi-Town is waiting to welcome you with open arms and delight you with its Midwest charms.

Chicago Flights - Frequently Asked Questions

  • Question : Where can I find cheap flights to Chicago?
    Answer : We know you’re looking for the best flights at the lowest fares, so we found some of the sweetest deals in town just for you. Check out the top flight deals to Chicago. Act quickly and score yourself a bargain!

    *Prices vary and will be updated when you view current flight availability results. Deals displayed here are based on flight pricing and availability as of March 15th, 2019 and may change as you get closer to the actual flight date. Deals displayed whose dates are in the past are no longer valid.

  • Question : What are the most popular airlines that fly to Chicago?
    Answer : Some of the most popular airlines flying to Chicago are below. But before you check those out, we’ve got a secret for you. Did you know the airlines that fly to Chicago most frequently could also have the lowest airfares? So aim for the airlines that fly to Chicago most often and save a little extra on your next flight:
    • Delta Air Lines Flies 1,027 flights per week between and Chicago.
    • American Airlines Flies 955 flights per week between and Chicago.
    • United Airlines Flies 642 flights per week between and Chicago.
  • Question : Which hotels are located near airports or major attractions in Chicago?
    Answer : We've put together a list of hotels in Chicago close to airports and popular sights to see. Check out the hotels below. All of them are within proximity to must-see attractions and major airports in and around the city of Chicago.
    • The Whitehall Hotel: Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks. This hotel has a 4.00 star rating.
    • Congress Plaza Hotel: Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan. This hotel has a 3.00 star rating.
    • The Talbott Hotel: Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan. This hotel has a 4.00 star rating.
    • ACME Hotel Company Chicago: Just north of the downtown Chicago business core, ACME Hotel Company Chicago is 2 blocks from the Magnificent Mile, 6 blocks from the Wrigley Building, and less than a mile from Millennium Park. This hotel has a 3.00 star rating.
  • Question : What are the top attractions in Chicago?
    Answer : Chicago has over 357 points of interest for you to choose from. We suggest checking out Lincoln Park and Wrigley Field first because they are the most popular attractions in Chicago. Don't forget about other highly recommended spots like Gurnee Mills, Navy Pier, and Soldier Field. Get out there and see what the city has to offer on your trip to Chicago!
  • Question : What are the top car rental deals?
    Answer : Get around Chicago with ease after booking one of our great car hire deals. Check out our deals on the best car hires in Chicago to get started:
    • Hyundai Accent—a Economy car from Payless—starting at only $25.00 per day.*
    • Toyota Yaris—a Economy car from Fox—starting at only $25.00 per day.*
    • Toyota Yaris—a Economy car from Advantage—starting at only $32.00 per day.*

    *Prices vary and will be updated when you view current car hire availability results. Deals displayed here are based on car hire pricing and availability as of March 15th, 2019 and may change as you get closer to the actual rental date. Deals displayed whose dates are in the past are no longer valid.

Travelers ❤️ These 🏨

Estimated price for 1 night/2 adults

Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$109
4.3/5 (381 reviews)

The hotel is beautiful and full of history. We loved it. The beds and sheets were clean and very comfortable. A little cleaner in the bathtub would be good.

Reviewed on Apr 6, 2019
This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 out of 5.0 151 East Wacker Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$134
4.1/5 (281 reviews)

Close to the river, walking distance to alot of fun things to do.staff was most helpful, they are what made our stay the best

Reviewed on Mar 15, 2019
This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...
Embassy Suites Chicago Downtown Magnificent Mile
Embassy Suites Chicago Downtown Magnificent Mile
4.0 out of 5.0 511 North Columbus Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$143
4.3/5 (189 reviews)

Staff was great, suite was fantastic. It was an overall pleasant experience. The evening reception is something you shouldn’t miss out on!

Reviewed on Jan 26, 2019
The Embassy Suites Chicago Downtown Magnificent Mile offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, ...

* This is the largest savings for simultaneous booking of flight and hotel from July 1, 2015 to June 30, 2016, and not the discount rate or amount for your booking. Savings calculated based on the cost of a Flight + Hotel booking on Travelocity.com as compared to the aggregated price of the full published fare given by the airline and the cost of your hotel for the same travel products for the same travel dates when made separately. Savings will vary based on the origin/destination, length of trip, stay dates and selected travel supplier(s). Savings are not available on all packages. Please confirm the actual discount rate/ price on the booking page.