Cheap flights to Chicago

Travel > North America > United States > Chicago flights

If you want to visit a vibrant, energetic city that's rich in heritage, culture, entertainment, and commerce, Chicago runs right up there with the big dogs. You could start by visiting downtown which is the center for government, finance, and commerce of Chicago and is encircled by The Loop, named for the elevated train tracks that loop around the central area. Tall skyscrapers such as the world's second-tallest building, the Sears Tower, and the Chicago Board of Trade are landmarks... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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Check our newest flight offers to Chicago:

$38 Spirit Airlines
From To Departure Time
Austin, TX (AUS) Chicago, IL (ORD) 08/07/2020 12:30 pm
Chicago, IL (ORD) Austin, TX (AUS) 08/17/2020 07:30 am
cheapoair.com check price
$39 Spirit Airlines
From To Departure Time
Boston, MA (BOS) Chicago, IL (ORD) 08/06/2020 02:53 pm
Chicago, IL (ORD) Boston, MA (BOS) 08/13/2020 03:58 pm
cheapoair.com check price
$51 Frontier Airlines
From To Departure Time
Orlando, FL (MCO) Chicago, IL (ORD) 08/23/2020 08:22 pm
Chicago, IL (ORD) Orlando, FL (MCO) 08/29/2020 03:56 pm
cheapoair.com check price
$53 Jetblue Airways
From To Departure Time
Fort Lauderdale, FL (FLL) Chicago, IL (ORD) 08/24/2020 12:00 pm
Chicago, IL (ORD) Fort Lauderdale, FL (FLL) 09/08/2020 05:09 am
cheapoair.com check price
$79 Spirit Airlines
From To Departure Time
Los Angeles, CA (LAX) Chicago, IL (ORD) 08/28/2020 02:05 pm
Chicago, IL (ORD) Los Angeles, CA (LAX) 09/03/2020 10:35 am
cheapoair.com check price

From	To	Departure	Time
Austin, TX (AUS)	Chicago, IL (ORD)	08/07/2020	12:30 pm
Chicago, IL (ORD)	Austin, TX (AUS)	08/17/2020	07:30 am

From	To	Departure	Time
Boston, MA (BOS)	Chicago, IL (ORD)	08/06/2020	02:53 pm
Chicago, IL (ORD)	Boston, MA (BOS)	08/13/2020	03:58 pm

From	To	Departure	Time
Orlando, FL (MCO)	Chicago, IL (ORD)	08/23/2020	08:22 pm
Chicago, IL (ORD)	Orlando, FL (MCO)	08/29/2020	03:56 pm

From	To	Departure	Time
Fort Lauderdale, FL (FLL)	Chicago, IL (ORD)	08/24/2020	12:00 pm
Chicago, IL (ORD)	Fort Lauderdale, FL (FLL)	09/08/2020	05:09 am

From	To	Departure	Time
Los Angeles, CA (LAX)	Chicago, IL (ORD)	08/28/2020	02:05 pm
Chicago, IL (ORD)	Los Angeles, CA (LAX)	09/03/2020	10:35 am

Chicago travel guides

Travel information that may interest you

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Chicago History

The name George Pullman certainly rings a bell. He was famous for starting a luxury car. He is also remembered for a neighborhood in Illinois and regarded as an industrialist in the area. He was born as a New Yorker in 1831. After 28 years, in the year 1859, Pullman transferred to Chicago and started building his dream there. He was able to build the utopian worker community which resulted in one of the greatest disputes in Chicago making the ideal and perfect situation end [...]

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$83 Depart: 08/10/2020
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