Cheap Flights to Chicago from $29
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Chicago?
The cheapest prices found with in the last 7 days for return flights were $56 and $29 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$56 Roundtrip, found 2 days ago
$56
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | April 30 to May 3 | $67 |
| ATL | Chicago | April 29 to April 30 | $68 |
| ATL | Chicago | April 27 to April 29 | $75 |
| LGA | Chicago | April 28 to May 1 | $99 |
| LAX | Chicago | May 28 to June 3 | $119 |
| JFK | Rockford | June 16 to June 23 | $186 |
| ATL | Rockford | May 27 to June 9 | $196 |
| LAX | Chicago | May 2 to May 5 | $199 |
| LAX | Rockford | May 23 to May 27 | $224 |
| HKG | Chicago | June 15 to September 17 | $1,021 |
| PVG | Chicago | May 13 to August 27 | $1,048 |
| CAN | Chicago | May 15 to July 31 | $1,094 |
| CTU | Chicago | June 2 to June 4 | $1,750 |
| HKG | Chicago | April 18 to April 19 | $2,447 |
| PVG | Chicago | June 18 to August 7 | $2,912 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | April 18 to April 20 | $72 |
| ATL | Chicago | April 18 to April 20 | $109 |
| EWR | Chicago | April 17 to April 23 | $114 |
| DFW | Chicago | April 19 to April 21 | $130 |
| DFW | Chicago | April 19 to April 30 | $152 |
| EWR | Chicago | April 18 to April 20 | $205 |
| LAX | Chicago | April 18 to April 23 | $228 |
| LAX | Chicago | April 18 to April 21 | $277 |
| LGA | Rockford | April 18 to April 22 | $296 |
| DFW | Rockford | April 18 to April 21 | $322 |
| HKG | Chicago | April 17 to May 15 | $1,246 |
| CAN | Chicago | April 17 to July 19 | $1,585 |
| PEK | Chicago | April 18 to April 22 | $1,815 |
| PVG | Chicago | April 17 to April 30 | $1,931 |
| HKG | Chicago | April 18 to April 19 | $2,447 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $56 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chicago Accommodation Deals
Freehand Chicago
19 East Ohio Street Chicago IL
The price is $93 total per night from Apr 13 to Apr 14
$93 total
per night
Apr 13 - Apr 14
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,860 reviews)
I asked to fix my outlet on my room to fix it to give me extension cord but seems they don't have time to do it .
Reviewed on Apr 9, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
The price is $129 total per night from Apr 13 to Apr 14
$129 total
per night
Apr 13 - Apr 14
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,553 reviews)
Under construction, so I give them Grace, but stiff beds, loud heaters, and old shower
Reviewed on Apr 9, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
The price is $62 total per night from Apr 15 to Apr 16
$62 total
per night
Apr 15 - Apr 16
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,918 reviews)
There is only 1 washer/dryer for all the guest.
Reviewed on Apr 10, 2026
Save an average of 15% on thousands of hotels when you're signed in
Ohio House Motel
600 N La Salle Drive Chicago IL
The price is $125 total per night from Apr 12 to Apr 13
$125 total
per night
Apr 12 - Apr 13
Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
9/10 Wonderful! (1,101 reviews)
A nice property, the rooms were newly renovated and very clean. Good for a male traveler - not sure a single woman would feel as safe. There is no central lobby. One thing to note is no thermostat in the room - apparently controlled centrally by " the front desk" - so you need to call them to adjust ...
Reviewed on Apr 9, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Our Top Chicago with Airport Shuttles
Super 8 by Wyndham Chicago O'Hare Airport
2951 Touhy Ave Elk Grove Village IL
$86 nightly
The price is $97 total per night from Apr 19 to Apr 20
$97 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,640 reviews)
Quick check in. Nice pool.
Reviewed on Apr 10, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from May 3 to May 4
$110 total
May 3 - May 4
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,342 reviews)
Rooms were clean. Staff was great. Easy & convenient to use shuttle to airport.
Reviewed on Apr 11, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$99 nightly
The price is $114 total per night from Apr 27 to Apr 28
$114 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,257 reviews)
Location is great. It is on a busy and loud street of course. Couldn't hear any airplane traffic. The room we got was with 2 queen beds, spacious, with mini fridge (no freezer), microwave, wardrobe with mirror, another big mirror, even night light in the bathroom, which I love. Breakfast was good, ...
Reviewed on Apr 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$114 nightly
The price is $134 total per night from Apr 14 to Apr 15
$134 total
Apr 14 - Apr 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,004 reviews)
Didn’t like the way they treat us
Reviewed on Apr 9, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Luxury Hotels in Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
$371 nightly
The price is $436 total per night from Apr 19 to Apr 20
$436 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,849 reviews)
The room was in bad shape, had a lot of ware and tare. The in room dine in service was inconsistent.
Reviewed on Apr 9, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$450 nightly
The price is $528 total per night from Apr 26 to Apr 27
$528 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.8/10 Exceptional! (1,008 reviews)
The Langham far exceeded my expectations I had. The level of service start to finish was truly 5 stars. I cannot recommend staying there enough.
Reviewed on Apr 7, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $616 total per night from Apr 12 to Apr 13
$616 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.8/10 Exceptional! (1,009 reviews)
5 star
Reviewed on Apr 9, 2026
Save an average of 15% on thousands of hotels when you're signed in
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$322 nightly
The price is $378 total per night from May 8 to May 9
$378 total
May 8 - May 9
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,001 reviews)
Well connected and close to everything. Comfortable room. Would suggest that Tea/coffee machine should be included as standard in the room - it is available on request.
Reviewed on Apr 2, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive Chicago IL
$183 nightly
The price is $215 total per night from May 10 to May 11
$215 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,828 reviews)
The breakfast was very sufficient in terms of food choices.
Reviewed on Apr 10, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$184 nightly
The price is $212 total per night from May 9 to May 10
$212 total
May 9 - May 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,375 reviews)
Very cool historical hotel,
Reviewed on Apr 10, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$139 nightly
The price is $163 total per night from Apr 19 to Apr 20
$163 total
Apr 19 - Apr 20
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,833 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...
Reviewed on Apr 9, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$252 nightly
The price is $296 total per night from May 9 to May 10
$296 total
May 9 - May 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,492 reviews)
Clean room
Reviewed on Apr 10, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Best Chicago Flight and Hotel Packages
Chicago flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Chicago flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Chicago flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$72
includes taxes & fees
$18 per day
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$74
includes taxes & fees
$19 per day
found 1 day ago
Standard
Schiller Park, Illinois, USA
$76
includes taxes & fees
$20 per day
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$83
includes taxes & fees
$22 per day
found 7 hours ago
Frequently asked questions
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.
More Ways To Wander
Explore More Ways to Travel with Travelocity
- Hotels near Michigan Avenue
- Hotels near Chicago Theatre
- Hotels near Chicago Riverwalk
- Hotels with Free Parking in Downtown Chicago
- Hotels with Hot Tubs in Downtown Chicago
- Downtown Chicago Hotels
- Hotels near Cloud Gate
- Extended Stay Hotels in Jackson Station
- 4 Star Hotels in Theatre District
- Boutique Hotels in Theatre District
- Gay Friendly Hotels in Theatre District
- Golf Resorts & in Theatre District
- Green Hotels in Theatre District
- Hotels with Suites in Theatre District
- Hotels with Balconies in Theatre District
- Hotels with Free Breakfast in Theatre District
- Hotels with Free Parking in Theatre District
- Hotels with smoking rooms in Theatre District
- Oceanfront Hotels in Theatre District
- Romantic Getaways & Hotels in Theatre District
- Hotels with Shopping in Theatre District
- Spa Resorts & in Theatre District
- Waterpark Hotels and Resorts in Theatre District
- Theatre District Hotels
- Condos in Monroe Station
- Motels in Monroe Station
- Hotels near State Street
- Extended Stay Hotels in Jackson Station
- Hostels in Jackson Station
- Extended Stay Hotels in Monroe Station
- Hotels near Daley Plaza
- Hotels near Chase Tower
- Hotels near CIBC Theatre
- Hotels near Grant Park
- 5 Star Hotels in The Loop
- All Inclusive Resorts & in The Loop
- Arcade Hotels in The Loop
- Boutique Hotels in The Loop
- Cheap Hotels in The Loop
- Convention Center Hotels in The Loop
- Historic Hotels in The Loop
- Hostmark Hospitality Group Hotels in The Loop
- Hotels with Suites in The Loop
- Hotels with Pools in The Loop
- Hotels with Free Breakfast in The Loop
- Hotels with Free Airport Shuttle in The Loop
- Hotels with Free Parking in The Loop
- Hotels with Hot Tubs in The Loop
- Hotels with an Indoor Pool in The Loop
- Hotels with Kitchenettes in The Loop
- Hotels with Restaurants in The Loop
- Hotels with smoking rooms in The Loop
- Luxury Hotels in The Loop
- Oceanfront Hotels in The Loop
- Romantic Getaways & Hotels in The Loop
- Sage Hospitality Hotels in The Loop
- Spa Resorts & in The Loop
- The Loop Hotels
- Hotels near James M. Nederlander Theatre
- Hotels near Afrocentric Bookstore
- Hotels near Richard J. Daley Center
- Hotels near Millennium Park
- Hotels near Navy Pier
- Hotels near Chicago Cultural Center
- Hotels near Kluczynski Building
- Hotels near Sullivan Center
- Flights to Justice
- Flights to Schiller Park
- Flights to Evanston
- Flights to Riverside
- Flights to Bridgeview
- Flights to Des Plaines
- Flights to Hometown
- Flights to Blue Island
- Flights to Indian Head Park
- Flights to Cicero
- Flights to Countryside
- Flights to River Forest
- Flights to Alsip
- Flights to Stickney
- Flights to Franklin Park
- Flights to Stone Park
- Flights to Oak Park
- Flights to Elmhurst
- Flights from Midway Intl.
- Flights to McCook
- Flights to Glenview
- Flights to Worth
- Flights to Golf
- Flights to Forest Park
- Flights to Niles
- Flights to Wilmette
- Flights to Rosemont
- Flights to Skokie
- Flights to Summit
- Flights to Berwyn
- Flights to Oak Lawn
- Hotels near Art Institute of Chicago
- Hotels near House of Blues Chicago
- Hotels near Chicago Riverwalk
- Hotels in Downtown Chicago
- Visit Willis Tower
- Hotels with Suites in Downtown Chicago
- Cheap Hotels in Downtown Chicago
- Hotels in River North
- Hotels near Chicago Theatre
- Hotels in The Loop
- Hotels near Millennium Park
- Flights to Chicago
- Hotels near Grant Park
- Hotels near Navy Pier
- Luxury Hotels in Downtown Chicago
- Hotels near Michigan Avenue
- Hotels near Soldier Field
- Hotels in Magnificent Mile
- Hotels near Chicago Union Station
- Hotels in Central Chicago