Cheap Flights to Chicago from $28
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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 $28 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$56 Roundtrip, found 4 hours ago
$56
Roundtrip
found 4 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 1 hour ago
$72
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Chicago | March 18 to March 25 | $57 |
| DFW | Chicago | May 5 to May 12 | $64 |
| ATL | Chicago | April 28 to May 5 | $72 |
| LAX | Chicago | April 22 to April 29 | $88 |
| EWR | Rockford | April 25 to April 28 | $148 |
| ATL | Rockford | April 16 to April 22 | $162 |
| LAX | Chicago | April 24 to May 2 | $190 |
| LAX | Rockford | May 6 to May 9 | $197 |
| CAN | Chicago | April 16 to April 20 | $832 |
| HKG | Chicago | April 18 to November 10 | $839 |
| PEK | Chicago | April 7 to April 21 | $934 |
| PVG | Chicago | April 1 to April 22 | $990 |
| CTU | Chicago | March 12 to March 16 | $1,113 |
| XIY | Chicago | May 18 to June 10 | $1,361 |
| HKG | Chicago | March 12 to March 16 | $2,002 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | February 28 to March 3 | $85 |
| EWR | Chicago | February 27 to March 17 | $142 |
| LGA | Chicago | February 28 to March 3 | $145 |
| ATL | Chicago | February 27 to March 2 | $154 |
| DFW | Chicago | March 1 to March 31 | $206 |
| LGA | Rockford | February 27 to February 28 | $305 |
| ATL | Rockford | February 28 to March 3 | $310 |
| LAX | Chicago | February 28 to March 4 | $340 |
| DFW | Rockford | February 27 to February 28 | $355 |
| LAX | Rockford | February 27 to March 4 | $555 |
| LAX | Chicago | March 1 to March 7 | $557 |
| CAN | Chicago | February 27 to April 5 | $1,028 |
| HKG | Chicago | February 28 to May 9 | $1,070 |
| PVG | Chicago | February 28 to May 11 | $1,266 |
| PEK | Chicago | March 1 to May 23 | $1,538 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $56 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Spirit 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
$72 nightly
The price is $85 total per night from Feb 26 to Feb 27
$85 total
Feb 26 - Feb 27
Total with taxes and fees
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. ...
7.8/10 Good! (2,764 reviews)
It was a cute spot. The room is very simple, just a bed and a bathroom. Everything seemed clean and well-kept. Very little interaction with the staff, but they were friendly. Overall experience is a 4/5, but the location is a 5/5. Con Slow and small elevator. room temperature all over the place Pro ...
Reviewed on Feb 17, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$80 nightly
The price is $94 total per night from Feb 24 to Feb 25
$94 total
Feb 24 - Feb 25
Total with taxes and fees
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! (2,515 reviews)
Great space
Reviewed on Feb 19, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$42 nightly
The price is $48 total per night from Mar 5 to Mar 6
$48 total
Mar 5 - Mar 6
Total with taxes and fees
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! (1,834 reviews)
A-1 Excellent Stay. Front desk & Housekeeping are on point. Friendly, clean & the Motel 6 personal go out of their way for their Customers. They have coffee & tea in the morning. Rooms ate clean. Beds are comfortable.
Reviewed on Feb 19, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$77 nightly
The price is $90 total per night from Feb 25 to Feb 26
$90 total
Feb 25 - Feb 26
Total with taxes and fees
Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
8.8/10 Excellent! (1,066 reviews)
Room was cold
Reviewed on Feb 18, 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
$64 nightly
The price is $72 total per night from Feb 25 to Feb 26
$72 total
Feb 25 - Feb 26
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! (1,622 reviews)
Goof
Reviewed on Feb 18, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Feb 24 to Feb 25
$101 total
Feb 24 - Feb 25
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 ...
7.2/10 Good! (1,275 reviews)
Somewhat. Grounds exterior are dirty with debri
Reviewed on Feb 17, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$89 nightly
The price is $101 total per night from Mar 1 to Mar 2
$101 total
Mar 1 - Mar 2
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! (2,216 reviews)
This is a very nice hotel.
Reviewed on Feb 19, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$83 nightly
The price is $98 total per night from Mar 22 to Mar 23
$98 total
Mar 22 - Mar 23
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 ...
8/10 Very Good! (1,003 reviews)
Great everything
Reviewed on Feb 21, 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 Mar 2 to Mar 3
$436 total
Mar 2 - Mar 3
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! (1,841 reviews)
Great hotel, plus excellent service me and my wife like it we definitely coming back thanks
Reviewed on Feb 17, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$457 nightly
The price is $536 total per night from Mar 22 to Mar 23
$536 total
Mar 22 - Mar 23
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 ...
9.6/10 Exceptional! (1,004 reviews)
It was a wonderful stay!
Reviewed on Feb 16, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$504 nightly
The price is $592 total per night from Mar 5 to Mar 6
$592 total
Mar 5 - Mar 6
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 ...
9.6/10 Exceptional! (1,005 reviews)
Amazing stay. Made our valentines wonderful. Can’t wait to stay here again
Reviewed on Feb 17, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$237 nightly
The price is $278 total per night from Mar 20 to Mar 21
$278 total
Mar 20 - Mar 21
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. ...
9.4/10 Exceptional! (1,003 reviews)
Excellent in all respects
Reviewed on Feb 1, 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
$132 nightly
The price is $155 total per night from Mar 2 to Mar 3
$155 total
Mar 2 - Mar 3
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)
Everyone was very nice and it was super clean, but the pool was too cold and the elevators took forever. I believe half of them were closed due to renovation
Reviewed on Feb 21, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$176 nightly
The price is $202 total per night from Mar 6 to Mar 7
$202 total
Mar 6 - Mar 7
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 ...
8.4/10 Very Good! (2,304 reviews)
Clean room , hotel was absolutely beautiful! Location wise it is a little crowded and traffic was a little frustrating but that’s to be expected as we visited for valentine’s day.
Reviewed on Feb 20, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$98 nightly
The price is $116 total per night from Mar 4 to Mar 5
$116 total
Mar 4 - Mar 5
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 ...
8.4/10 Very Good! (5,678 reviews)
Great Location
Reviewed on Feb 20, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$223 nightly
The price is $262 total per night from Mar 24 to Mar 25
$262 total
Mar 24 - Mar 25
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 ...
9.2/10 Wonderful! (3,477 reviews)
Yes but hot
Reviewed on Feb 18, 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
$9
$50 total
found 6 hours ago
Midsize SUV
Schiller Park, Illinois, USA
$12
$58 total
found 6 hours ago
Compact SUV
Schiller Park, Illinois, USA
$14
$61 total
found 6 hours ago
Standard
Schiller Park, Illinois, USA
$15
$65 total
found 3 hours ago
Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.
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.
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