Cheap flights from New York City to Chicago

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Travel tip: Visit Chicago on your holidays!

Price evolution for flights from New York City to Chicago:

Price overview for flights from New York City to Chicago
Today's pick From $19.57/day
travelgrove.com Details

After booking your flight from New York City to Chicago why not drive away with a rental car bargain?

Cheap Chicago car rental at $19.57 / day is provided by Travelgrove. Discount available from top car rental supliers all over the U.S., including Alamo, National and Budget. Simply choose your airport and dates - Travelgrove does the searching for you! Date posted: 12 Mar 2010

Recent Deals on Flights from New York City to Chicago:Roundtrip / Oneway

$173 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/21/2010 
Return:
04/22/2010
Airline:United Airlines    
cfares.com
Check price
$180 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/15/2010 
Return:
05/02/2010
Airline:Delta Airlines    
cheapoair.com
Check price
$186 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:Delta Airlines    
cfares.com
Check price
$187 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
08/07/2010 
Return:
08/09/2010
Airline:Jetblue Airways    
cheapoair.com
Check price
$189 RT
American Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:American Airlines    
cheapoair.com
Check price
$195 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/08/2010 
Return:
04/13/2010
Airline:Delta Airlines    
cfares.com
Check price
$200 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/16/2010 
Return:
04/16/2010
Airline:United Airlines    
cfares.com
Check price
$202 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:Delta Airlines    
cheapoair.com
Check price
$205 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/10/2010 
Return:
04/11/2010
Airline:American Airlines    
cheapoair.com
Check price
$206 RT
Us Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/16/2010 
Return:
04/16/2010
Airline:Us Airways    
cfares.com
Check price
$212 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/20/2010 
Return:
04/21/2010
Airline:American Airlines    
airfare.com
Check price
$212 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/21/2010 
Return:
04/22/2010
Airline:American Airlines    
airfare.com
Check price
$212 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/21/2010 
Return:
04/22/2010
Airline:Delta Airlines    
airfare.com
Check price
$215 RT
United Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:United Airlines    
cfares.com
Check price
$223 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
08/07/2010 
Return:
08/09/2010
Airline:Jetblue Airways    
airfare.com
Check price
$234 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/08/2010 
Return:
04/13/2010
Airline:Delta Airlines    
airfare.com
Check price
$237 RT
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/20/2010 
Return:
04/21/2010
Airline:Continental Airlines    
cfares.com
Check price
$237 RT
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
04/21/2010 
Return:
04/22/2010
Airline:Continental Airlines    
cfares.com
Check price
$238 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:Delta Airlines    
airfare.com
Check price
$246 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
08/07/2010 
Return:
08/09/2010
Airline:Delta Airlines    
airfare.com
Check price
$263 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/10/2010 
Return:
04/11/2010
Airline:American Airlines    
airfare.com
Check price
$266 RT
American Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
04/06/2010 
Return:
04/09/2010
Airline:American Airlines    
airfare.com
Check price
$271 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/10/2010 
Return:
04/11/2010
Airline:United Airlines    
airfare.com
Check price
$351 RT
Us Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/15/2010 
Return:
05/02/2010
Airline:Us Airways    
cheapoair.com
Check price
$385 RT
Multiple Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/08/2010 
Return:
04/13/2010
Airline:Multiple Airlines    
cfares.com
Check price
$386 RT
Us Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/08/2010 
Return:
04/13/2010
Airline:Us Airways    
airfare.com
Check price
$417 RT
Us Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/15/2010 
Return:
05/02/2010
Airline:Us Airways    
airfare.com
Check price
$548 RT
Us Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
08/07/2010 
Return:
08/09/2010
Airline:Us Airways    
cheapoair.com
Check price
$548 RT
Us Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
04/10/2010 
Return:
04/11/2010
Airline:Us Airways    
cheapoair.com
Check price
$556 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
04/15/2010 
Return:
05/02/2010
Airline:Delta Airlines    
airfare.com
Check price
$96 OW
Jetblue Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Jetblue Airways    
cheapoair.com
Check price
$100 OW
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
05/07/2010 
Return:
-
Airline:United Airlines    
cfares.com
Check price
$100 OW
Delta Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
06/26/2010 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$103 OW
Jetblue Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Jetblue Airways    
cheapoair.com
Check price
$107 OW
United Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
04/09/2010 
Return:
-
Airline:United Airlines    
cfares.com
Check price
$108 OW
American Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$111 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$115 OW
United Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
06/17/2010 
Return:
-
Airline:United Airlines    
cfares.com
Check price
$115 OW
Us Airways flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
06/17/2010 
Return:
-
Airline:Us Airways    
cfares.com
Check price
$116 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Delta Airlines    
cheapoair.com
Check price
$118 OW
Continental Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
06/05/2010 
Return:
-
Airline:Continental Airlines    
cfares.com
Check price
$119 OW
United Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
06/20/2010 
Return:
-
Airline:United Airlines    
cfares.com
Check price
$123 OW
American Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:American Airlines    
cheapoair.com
Check price
$130 OW
Delta Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
06/05/2010 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$130 OW
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
05/07/2010 
Return:
-
Airline:Jetblue Airways    
jetcombo.com
Check price
$130 OW
Delta Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
04/09/2010 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$130 OW
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
$132 OW
Jetblue Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Jetblue Airways    
airfare.com
Check price
$133 OW
Air Tran flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
06/26/2010 
Return:
-
Airline:Air Tran    
cfares.com
Check price
$135 OW
American Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$150 OW
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
$286 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
07/20/2010 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
 

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Know what to do when flying to Chicago?

Chicago Travel Guide 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. Though [...]

Chicago History The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river.  Aside from this important fact, there are a lot of interesting things you need to know [...]

Chicago Sightseeing The rich cultural heritage of Chicago is depicted in its famous sights.  Other tourist attractions in the city can be seen in zoos and parks as well.  If you are thinking about visiting, it will help if you take a look at some of the travel [...]

Chicago Nightlife Chicago is one of the cities blessed with a variety of nightlife options.  Discos, clubs, bars - name it and the place will certainly give you the pleasure you are looking for. You will surely dance the night away as you listen to the music [...]

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