Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals.... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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Didn't have an exact departure location, just looking for the cheapest price? Browse our cheap flights state directory:

Check our newest flight offers to Chicago:

$74 Frontier Airlines
From To Departure Time
Denver, CO (DEN) Chicago, IL (ORD) 04/14/2025 09:08 pm
Chicago, IL (ORD) Denver, CO (DEN) 04/16/2025 06:45 am
cheapoair.com check price
$104 Multiple Airlines
From To Departure Time
Las Vegas, NV (LAS) Chicago, IL (MDW) 04/08/2025 11:49 pm
Chicago, IL (MDW) Las Vegas, NV (LAS) 04/16/2025 07:41 am
cheapoair.com check price
$108 Spirit Airlines
From To Departure Time
New Orleans, LA (MSY) Chicago, IL (ORD) 04/02/2025 06:56 pm
Chicago, IL (ORD) New Orleans, LA (MSY) 04/14/2025 03:32 pm
cheapoair.com check price
$115 Multiple Airlines
From To Departure Time
San Jose, CA (SJC) Chicago, IL (ORD) 04/10/2025 08:59 pm
Chicago, IL (ORD) San Jose, CA (SJC) 04/22/2025 10:48 am
cheapoair.com check price
$120 Spirit Airlines
From To Departure Time
Boston, MA (BOS) Chicago, IL (ORD) 04/09/2025 06:09 pm
Chicago, IL (ORD) Boston, MA (BOS) 04/15/2025 01:47 pm
cheapoair.com check price

From	To	Departure	Time
Denver, CO (DEN)	Chicago, IL (ORD)	04/14/2025	09:08 pm
Chicago, IL (ORD)	Denver, CO (DEN)	04/16/2025	06:45 am

From	To	Departure	Time
Las Vegas, NV (LAS)	Chicago, IL (MDW)	04/08/2025	11:49 pm
Chicago, IL (MDW)	Las Vegas, NV (LAS)	04/16/2025	07:41 am

From	To	Departure	Time
New Orleans, LA (MSY)	Chicago, IL (ORD)	04/02/2025	06:56 pm
Chicago, IL (ORD)	New Orleans, LA (MSY)	04/14/2025	03:32 pm

From	To	Departure	Time
San Jose, CA (SJC)	Chicago, IL (ORD)	04/10/2025	08:59 pm
Chicago, IL (ORD)	San Jose, CA (SJC)	04/22/2025	10:48 am

From	To	Departure	Time
Boston, MA (BOS)	Chicago, IL (ORD)	04/09/2025	06:09 pm
Chicago, IL (ORD)	Boston, MA (BOS)	04/15/2025	01:47 pm

Chicago travel guides

Travel information that may interest you

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Chicago Nightlife

Charlie Trotter’s. Located at 816 W. Armitage Avenue at Halsted Street, this restaurant is open from Tuesdays to Saturdays from 6:00 to 10:00 PM. Named after Chicago’s first celebrity chef, it offers you fine dining in a very creative way. The place is a bit expensive though. You need not worry since the dining pleasure is worth your money [...]

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