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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Check our newest flight offers to Chicago:

$95 Spirit Airlines
From To Departure Time
Minneapolis, MN (MSP) Chicago, IL (ORD) 06/29/2017 10:53 am
Chicago, IL (ORD) Minneapolis, MN (MSP) 07/06/2017 09:51 am
flyfar.ca check price
$146 United Airlines
From To Departure Time
Cincinnati, OH (CVG) Chicago, IL (ORD) 07/24/2017 05:53 pm
Chicago, IL (ORD) Cincinnati, OH (CVG) 08/02/2017 01:57 pm
flighthub.com check price
$156 United Airlines
From To Departure Time
Detroit, MI (DTW) Chicago, IL (ORD) 08/04/2017 06:20 am
Chicago, IL (ORD) Detroit, MI (DTW) 08/15/2017 10:45 am
flighthub.com check price
$197 Porter Airlines
From To Departure Time
Toronto, ON (YTZ) Chicago, IL (MDW) 07/18/2017 05:55 pm
Chicago, IL (MDW) Toronto, ON (YTZ) 07/27/2017 01:40 pm
cheapoair.com check price
$208 United Airlines
From To Departure Time
New York, NY (LGA) Chicago, IL (ORD) 07/25/2017 05:06 pm
Chicago, IL (ORD) New York, NY (LGA) 08/05/2017 09:20 pm
flighthub.com check price

From	To	Departure	Time
Minneapolis, MN (MSP)	Chicago, IL (ORD)	06/29/2017	10:53 am
Chicago, IL (ORD)	Minneapolis, MN (MSP)	07/06/2017	09:51 am

From	To	Departure	Time
Cincinnati, OH (CVG)	Chicago, IL (ORD)	07/24/2017	05:53 pm
Chicago, IL (ORD)	Cincinnati, OH (CVG)	08/02/2017	01:57 pm

From	To	Departure	Time
Detroit, MI (DTW)	Chicago, IL (ORD)	08/04/2017	06:20 am
Chicago, IL (ORD)	Detroit, MI (DTW)	08/15/2017	10:45 am

From	To	Departure	Time
Toronto, ON (YTZ)	Chicago, IL (MDW)	07/18/2017	05:55 pm
Chicago, IL (MDW)	Toronto, ON (YTZ)	07/27/2017	01:40 pm

From	To	Departure	Time
New York, NY (LGA)	Chicago, IL (ORD)	07/25/2017	05:06 pm
Chicago, IL (ORD)	New York, NY (LGA)	08/05/2017	09:20 pm

Chicago travel guides

Travel information that may interest you

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Chicago History

The Great Chicago Fire was considered one of the most tragic points in the history of Chicago. The fact that firefighters were sent to a wrong neighborhood lead the fire to crumble up the walls of wooden houses and other properties found near the area. It even reached the north and the east of DeKoven Street leaving a lot of infrastructures to ashes. This left the city embarked to a rebuilding program replacing wooden buildings with stone. They even created the first modern fire department in America [...]

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Minneapolis To Austin Multiple Airlines airfares from Minneapolis in August
$619 Depart: 08/23/2017
Return: 08/29/2017
provided by Cheapoair.com

San Diego To Kansas City United Airlines airfares from San Diego in June
$887 Depart: 06/26/2017
Return: 07/07/2017
provided by FlightHub

Las Vegas To Detroit Jetblue Airways airfares from Las Vegas in August
$838 Depart: 08/11/2017
Return: 08/25/2017
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Ottawa To Newark Multiple Airlines airfares from Ottawa in August
$267 Depart: 08/15/2017
Return: 08/27/2017
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Tampa To Jacksonville Multiple Airlines airfares from Tampa in July
$219 Depart: 07/04/2017
Return: 07/11/2017
provided by Cheapoair.com

Phoenix To Tampa United Airlines airfares from Phoenix in June
$645 Depart: 06/26/2017
Return: 07/03/2017
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Windsor To Cancun Westjet airfares from Windsor in June
$1013 Depart: 06/29/2017
Return: 07/05/2017
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Toronto To Ho Chi Minh City Eva Air airfares from Toronto in June
$1124 Depart: 06/09/2017
Return: 06/21/2017
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New York City To Phnom Penh United Airlines airfares from New York City in July
$1229 Depart: 07/12/2017
Return: 07/26/2017
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