Create your free account
Sign in to your account
Get travel help 24/7 with our Customer First Guarantee
Wander Wisely™ with Price Match Guarantee and no change fees
Search over 400 airlines and more than 700,000 hotels worldwide
How Much Does it Cost To Fly To Chicago?
The cheapest flights to Chicago found within the past 7 days were $101. Prices and availability subject to change. Additional terms may apply.
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
Midway Intl. (MDW)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
LaGuardia (LGA)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
Midway Intl. (MDW)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
John F. Kennedy Intl. (JFK)
O'Hare Intl. (ORD)
Los Angeles Intl. (LAX)
O'Hare Intl. (ORD)
Liberty Intl. (EWR)
O'Hare Intl. (ORD)
Billy Bishop Toronto City (YTZ)
Midway Intl. (MDW)
Liberty Intl. (EWR)
Midway Intl. (MDW)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
Midway Intl. (MDW)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Billy Bishop Toronto City (YTZ)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
Midway Intl. (MDW)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
Midway Intl. (MDW)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Billy Bishop Toronto City (YTZ)
Midway Intl. (MDW)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
LaGuardia (LGA)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
John F. Kennedy Intl. (JFK)
O'Hare Intl. (ORD)
Los Angeles Intl. (LAX)
O'Hare Intl. (ORD)
Liberty Intl. (EWR)
O'Hare Intl. (ORD)
Liberty Intl. (EWR)
Midway Intl. (MDW)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Billy Bishop Toronto City (YTZ)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
O'Hare Intl. (ORD)
Don Miguel Hidalgo y Costilla Intl. (GDL)
Midway Intl. (MDW)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Minneapolis - St. Paul Intl. (MSP)
Midway Intl. (MDW)
Mexico City Intl. (MEX)
O'Hare Intl. (ORD)
Mexico City Intl. (MEX)
Midway Intl. (MDW)
Flight Info FAQ
| Destination Airport | Midway Intl. |
|---|---|
| Destination City Name | Chicago |
| Flight Price | $115 |
Save 🕑&💰 | Book Your Chicago ✈️ & 🏨 Together
Hilton Chicago/Oak Lawn
3.5 out of 5.0Sat, Jun 8 - Sat, Jun 15
Logan Intl. - O'Hare Intl.
$725
The price now is $550 per personFlights 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!- Spirit Airlines has a flight from to Chicago departing on 5/17/19 and returning on 5/21/19 all for only $95.00 per person.* Book these Spirit Airlines flights!
- United has a flight from to Chicago departing on 6/12/19 and returning on 6/14/19 all for only $107.00 per person.* Book these United flights!
- Cape Air has a flight from to Chicago departing on 6/11/19 and returning on 6/15/19 all for only $118.00 per person.* Book these Cape Air flights!
*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 April 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 1,455 flights per week between and Chicago.
- American Airlines Flies 1,226 flights per week between and Chicago.
- United Airlines Flies 675 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:- Toyota Yaris—a Economy car from Advantage—starting at only $31.00 per day.*
- Toyota Yaris—a Economy car from EZ—starting at only $31.00 per day.*
- Toyota Yaris—a Economy car from Fox—starting at only $28.00 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 April 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
smiley faces is so childish. First of all the head desk kept handing us bottles of water and they NEVER TOLD US WE ARE TO PAY FOR THEM! Second. we reported a smoker in a room smoking we couldn't receive any thing for that! REALLY? The desk said thank you and billed that room $300.00. This was my ...
Beautiful architecture, friendly staff, convenient location. Bed was not comfortable and the pool is under renovation so not many amenities available
Room was not real clean. Check the corners of all the carpet in the rooms
More Ways To Wander
-
Chicago Hotels
Find The Perfect 🏨
-
Chicago Vacation Rentals
Stay in A 🏠Instead
-
Chicago Car Rentals
Rent A 🚘 To Get Around
-
Chicago Vacations
Book 🏨 ✈️ 🚗 & Save 💵
-
Things to do in Chicago
Get A 🎟️ To Fun
- Hotel Essex Chicago
- Palmer House a Hilton Hotel
- Hyatt Regency Chicago
- Embassy Suites Chicago Downtown Magnificent Mile
- Hyatt Centric Chicago Magnificent Mile
- Omni Chicago Suites - Magnificent Mile
- The St. Clair Hotel – Magnificent Mile
- Congress Plaza Hotel
- River Hotel
- The Whitehall Hotel
- Sofitel Chicago Magnificent Mile
- DoubleTree by Hilton Chicago - Magnificent Mile
- Warwick Allerton - Chicago
- Edward Hotel Chicago
- Freehand Chicago
- Hilton Chicago O'Hare Airport
- Hilton Chicago- Michigan Ave Cultural Mile
- Hotel Felix Chicago
- Aloft Chicago Mag Mile
- The Godfrey Hotel Chicago
- Flights to Lake Geneva
- Flights to Rosemont
- Flights to Schaumburg
- Flights to Gurnee
- Flights to Naperville
- Flights to Joliet
- Flights to Oak Brook
- Flights to Willowbrook
- Flights to Lombard
- Flights to Evanston
- Flights to Aurora
- Flights to Tinley Park
- Flights to Waukegan
- Flights to Skokie
- Flights to Hammond
- Flights to Des Plaines
- Flights to Arlington Heights
- Flights to Bolingbrook
- Flights to Elk Grove Village
- Flights to Elgin
* 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.