Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (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:

$86 Spirit Airlines
From To Departure Time
Fort Lauderdale, FL (FLL) Chicago, IL (ORD) 05/23/2024 07:45 am
Chicago, IL (ORD) Fort Lauderdale, FL (FLL) 06/03/2024 05:41 pm
cheapoair.com check price
$116 Spirit Airlines
From To Departure Time
Miami, FL (MIA) Chicago, IL (ORD) 05/23/2024 06:30 am
Chicago, IL (ORD) Miami, FL (MIA) 06/03/2024 10:03 am
cheapoair.com check price
$118 Frontier Airlines
From To Departure Time
Syracuse, NY (SYR) Chicago, IL (ORD) 05/03/2024 08:51 am
Chicago, IL (ORD) Syracuse, NY (SYR) 05/16/2024 05:56 pm
cheapoair.com check price
$123 Spirit Airlines
From To Departure Time
Fort Worth/Dallas, TX (DFW) Chicago, IL (ORD) 06/08/2024 06:55 am
Chicago, IL (ORD) Fort Worth/Dallas, TX (DFW) 08/24/2024 07:25 pm
cheapoair.com check price
$126 Spirit Airlines
From To Departure Time
Boston, MA (BOS) Chicago, IL (ORD) 05/30/2024 01:53 pm
Chicago, IL (ORD) Boston, MA (BOS) 06/07/2024 09:20 pm
cheapoair.com check price

From	To	Departure	Time
Fort Lauderdale, FL (FLL)	Chicago, IL (ORD)	05/23/2024	07:45 am
Chicago, IL (ORD)	Fort Lauderdale, FL (FLL)	06/03/2024	05:41 pm

From	To	Departure	Time
Miami, FL (MIA)	Chicago, IL (ORD)	05/23/2024	06:30 am
Chicago, IL (ORD)	Miami, FL (MIA)	06/03/2024	10:03 am

From	To	Departure	Time
Syracuse, NY (SYR)	Chicago, IL (ORD)	05/03/2024	08:51 am
Chicago, IL (ORD)	Syracuse, NY (SYR)	05/16/2024	05:56 pm

From	To	Departure	Time
Fort Worth/Dallas, TX (DFW)	Chicago, IL (ORD)	06/08/2024	06:55 am
Chicago, IL (ORD)	Fort Worth/Dallas, TX (DFW)	08/24/2024	07:25 pm

From	To	Departure	Time
Boston, MA (BOS)	Chicago, IL (ORD)	05/30/2024	01:53 pm
Chicago, IL (ORD)	Boston, MA (BOS)	06/07/2024	09:20 pm

Chicago travel guides

Travel information that may interest you

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Chicago Nightlife

Morton’s. If you are craving for steaks and chops, Morton’s is your place. It is located at 1050 N. State St. and is open Mondays to Saturdays from 5:30 to 11:00 PM and on Sundays from 5:00 to 10:00 PM [...]

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