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, just found
$56
Roundtrip
just found
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$56 Roundtrip, found 3 hours ago
$56
Roundtrip
found 3 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | April 28 to April 29 | $56 |
| ATL | Chicago | April 28 to May 1 | $56 |
| DFW | Chicago | March 25 to March 28 | $56 |
| DFW | Chicago | April 28 to May 2 | $56 |
| ATL | Chicago | April 14 to April 21 | $57 |
| EWR | Chicago | April 7 to April 8 | $58 |
| LAX | Chicago | May 6 to May 13 | $100 |
| EWR | Rockford | April 25 to April 28 | $148 |
| LAX | Chicago | April 24 to May 4 | $190 |
| LAX | Rockford | April 15 to April 17 | $242 |
| HKG | Chicago | May 15 to July 21 | $803 |
| CAN | Chicago | April 16 to April 20 | $832 |
| PVG | Chicago | April 8 to April 22 | $990 |
| CTU | Chicago | April 16 to April 20 | $1,185 |
| PEK | Chicago | April 1 to April 2 | $3,345 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Chicago | March 7 to March 9 | $108 |
| EWR | Chicago | March 8 to March 17 | $124 |
| ATL | Chicago | March 8 to March 10 | $131 |
| ATL | Chicago | March 7 to March 9 | $161 |
| DFW | Chicago | March 7 to March 14 | $191 |
| LAX | Chicago | March 6 to March 11 | $281 |
| LGA | Rockford | March 6 to March 9 | $301 |
| ATL | Rockford | March 7 to March 8 | $325 |
| LAX | Chicago | March 7 to March 9 | $344 |
| DFW | Rockford | March 7 to March 8 | $355 |
| LAX | Rockford | March 7 to March 11 | $748 |
| HKG | Chicago | March 6 to April 8 | $1,018 |
| PVG | Chicago | March 8 to March 21 | $1,121 |
| CAN | Chicago | March 8 to March 15 | $1,264 |
| PEK | Chicago | March 6 to March 16 | $1,359 |
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 $99 total per night from Mar 3 to Mar 4
$99 total
per night
Mar 3 - Mar 4
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! (2,782 reviews)
Great value and great location. It’s an older hotel with lots of character. The rooms are small but absolutely adequate, comfortable and clean. The location is great and surrounded by good bars and restaurants.
Reviewed on Feb 28, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
The price is $112 total per night from Mar 5 to Mar 6
$112 total
per night
Mar 5 - Mar 6
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! (2,522 reviews)
Room was not heated, no support from staff and I need better customer service! Amenities was limited!!!
Reviewed on Feb 27, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
The price is $48 total per night from Mar 29 to Mar 30
$48 total
per night
Mar 29 - Mar 30
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! (1,849 reviews)
My stay was relaxing. The staff was helpful and welcoming. I'm glad I stayed here. The rooms were clean and quiet. I checked in with Tiffany. She was very kind and made me feel valued as a guest. Thank You!!
Reviewed on Feb 22, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
The price is $90 total per night from Mar 2 to Mar 3
$90 total
per night
Mar 2 - Mar 3
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! (1,067 reviews)
Very clean
Reviewed on Feb 25, 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
The price is $75 total per night from Mar 2 to Mar 3
$75 total
per night
Mar 2 - Mar 3
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! (1,621 reviews)
Very nice ,,
Reviewed on Feb 27, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
The price is $101 total per night from Mar 2 to Mar 3
$101 total
per night
Mar 2 - Mar 3
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! (1,279 reviews)
nice
Reviewed on Feb 28, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
The price is $114 total per night from Mar 8 to Mar 9
$114 total
per night
Mar 8 - Mar 9
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! (2,230 reviews)
Hotel and staff were great. Would highly recommend and will stay there again.
Reviewed on Feb 28, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
The price is $121 total per night from Mar 22 to Mar 23
$121 total
per night
Mar 22 - Mar 23
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)
Checkin was painless as was catching the shuttle to ORD. The location is great as it’s about a five minute walk to the El stop for getting into the city easily.
Reviewed on Feb 25, 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
The price is $436 total per night from Mar 8 to Mar 9
$436 total
per night
Mar 8 - Mar 9
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
Reviewed on Mar 1, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
The price is $536 total per night from Mar 22 to Mar 23
$536 total
per night
Mar 22 - Mar 23
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! (1,003 reviews)
Staff was very friendly and helpful. Generous amenities as well.
Reviewed on Feb 27, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
The price is $592 total per night from Mar 5 to Mar 6
$592 total
per night
Mar 5 - Mar 6
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! (1,002 reviews)
Room was amazing. Staff was fantastic. Best Hotel we have ever stayed at
Reviewed on Feb 26, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
The price is $298 total per night from Mar 21 to Mar 22
$298 total
per night
Mar 21 - Mar 22
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. ...
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
The price is $169 total per night from Mar 5 to Mar 6
$169 total
per night
Mar 5 - Mar 6
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! (2,812 reviews)
clean rooms
Reviewed on Mar 1, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is $180 total per night from Apr 1 to Apr 2
$180 total
per night
Apr 1 - Apr 2
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! (2,310 reviews)
Clean rooms great staff, beautiful and elegant facilities
Reviewed on Feb 28, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is $130 total per night from Mar 5 to Mar 6
$130 total
per night
Mar 5 - Mar 6
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! (5,699 reviews)
Excellent
Reviewed on Mar 1, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
The price is $227 total per night from Apr 1 to Apr 2
$227 total
per night
Apr 1 - Apr 2
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! (3,465 reviews)
Ok
Reviewed on Mar 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.
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 - 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
$4
$38 total
found 2 days ago
Midsize SUV
Schiller Park, Illinois, USA
$7
$44 total
found 2 days ago
Compact SUV
Schiller Park, Illinois, USA
$8
$46 total
found 2 days ago
Standard
Schiller Park, Illinois, USA
$9
$49 total
found 2 days ago
Lowest prices found within the past 2 days. 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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