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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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 Frontier Airlines
From To Departure Time
Austin, TX (AUS) Chicago, IL (ORD) 10/05/2016 08:17 pm
Chicago, IL (ORD) Austin, TX (AUS) 10/12/2016 04:40 pm
cheapoair.com check price
$102 Spirit Airlines
From To Departure Time
New York, NY (LGA) Chicago, IL (ORD) 10/25/2016 09:59 pm
Chicago, IL (ORD) New York, NY (LGA) 11/03/2016 05:53 am
flyfar.ca check price
$147 Southwest Airlines
From To Departure Time
Philadelphia, PA (PHL) Chicago, IL (MDW) 10/25/2016 09:00 pm
Chicago, IL (MDW) Philadelphia, PA (PHL) 11/03/2016 09:30 pm
flyfar.ca check price
$176 Southwest Airlines
From To Departure Time
Newark, NJ (EWR) Chicago, IL (MDW) 10/25/2016 06:10 am
Chicago, IL (MDW) Newark, NJ (EWR) 11/03/2016 06:05 am
flightnetwork.com check price
$222 Porter Airlines
From To Departure Time
Toronto, ON (YTZ) Chicago, IL (MDW) 11/04/2016 12:30 pm
Chicago, IL (MDW) Toronto, ON (YTZ) 11/12/2016 09:00 am
flighthub.com check price

From	To	Departure	Time
Austin, TX (AUS)	Chicago, IL (ORD)	10/05/2016	08:17 pm
Chicago, IL (ORD)	Austin, TX (AUS)	10/12/2016	04:40 pm

From	To	Departure	Time
New York, NY (LGA)	Chicago, IL (ORD)	10/25/2016	09:59 pm
Chicago, IL (ORD)	New York, NY (LGA)	11/03/2016	05:53 am

From	To	Departure	Time
Philadelphia, PA (PHL)	Chicago, IL (MDW)	10/25/2016	09:00 pm
Chicago, IL (MDW)	Philadelphia, PA (PHL)	11/03/2016	09:30 pm

From	To	Departure	Time
Newark, NJ (EWR)	Chicago, IL (MDW)	10/25/2016	06:10 am
Chicago, IL (MDW)	Newark, NJ (EWR)	11/03/2016	06:05 am

From	To	Departure	Time
Toronto, ON (YTZ)	Chicago, IL (MDW)	11/04/2016	12:30 pm
Chicago, IL (MDW)	Toronto, ON (YTZ)	11/12/2016	09:00 am

Chicago travel guides

Travel information that may interest you

view gallery

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 [...]

cheap domestic and international flights

Recently found cheap flight deals

Chicago To Asheville Multiple Airlines airfares from Chicago in December
$351 Depart: 12/25/2016
Return: 12/31/2016
provided by FareDepot

Washington DC To Basel Multiple Airlines airfares from Washington DC in November
$5638 Depart: 11/01/2016
Return: 11/08/2016
provided by FlightHub

Pensacola To Baltimore Multiple Airlines airfares from Pensacola in December
$724 Depart: 12/14/2016
Return: 12/20/2016
provided by Cheapoair.com

Richmond To Orlando Southwest Airlines airfares from Richmond in November
$353 Depart: 11/22/2016
Return: 12/03/2016
provided by Flightnetwork

Nashville To Boston Jetblue Airways airfares from Nashville in October
$382 Depart: 10/02/2016
Return: 10/06/2016
provided by FareDepot

Miami To Indianapolis Multiple Airlines airfares from Miami in October
$453 Depart: 10/02/2016
Return: 10/15/2016
provided by FareDepot

Burbank To Baltimore Jetblue Airways airfares from Burbank in December
$855 Depart: 12/07/2016
Return: 12/21/2016
provided by Cheapoair.com

Las Vegas To Male Qatar Airways airfares from Las Vegas in September
$1928 Depart: 09/08/2015
Return: 09/22/2015
provided by Tripsta

San Francisco To Gothenburg Thy Turkish Airlines airfares from San Francisco in June
$1220 Depart: 06/08/2016
Return: 06/21/2016
provided by FlightHub

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