Cheap flights from New York City to Chicago

Travel > North America > United States > New York City to Chicago flights

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 $55.43/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 $55.43 / 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: 19 Nov 2009

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

$236 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/28/2009
Airline:United Airlines    
jetcombo.com
Check price
$243 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/25/2009 
Return:
11/30/2009
Airline:United Airlines    
jetcombo.com
Check price
$243 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/24/2009 
Return:
11/30/2009
Airline:United Airlines    
jetcombo.com
Check price
$254 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/25/2009 
Return:
01/03/2010
Airline:American Airlines    
jetcombo.com
Check price
$266 RT
Jetblue Airways flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/27/2009 
Return:
11/28/2009
Airline:Jetblue Airways    
airfare.com
Check price
$280 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/25/2009 
Return:
11/30/2009
Airline:United Airlines    
airfare.com
Check price
$282 RT
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/27/2009 
Return:
11/28/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$307 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/25/2009 
Return:
01/03/2010
Airline:Delta Airlines    
cfares.com
Check price
$317 RT
American Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
11/30/2009 
Return:
12/11/2009
Airline:American Airlines    
airfare.com
Check price
$320 RT
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/27/2009 
Return:
11/28/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$340 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/25/2009 
Return:
01/03/2010
Airline:Delta Airlines    
airfare.com
Check price
$351 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/24/2009 
Return:
11/30/2009
Airline:Jetblue Airways    
airfare.com
Check price
$364 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/24/2009 
Return:
11/30/2009
Airline:Jetblue Airways    
airfare.com
Check price
$365 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:United Airlines    
jetcombo.com
Check price
$382 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/28/2009
Airline:Jetblue Airways    
airfare.com
Check price
$386 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/24/2009 
Return:
11/30/2009
Airline:Delta Airlines    
cfares.com
Check price
$395 RT
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/25/2009 
Return:
11/29/2009
Airline:United Airlines    
jetcombo.com
Check price
$405 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/27/2009 
Return:
11/28/2009
Airline:Delta Airlines    
cfares.com
Check price
$407 RT
Multiple Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/27/2009 
Return:
11/28/2009
Airline:Multiple Airlines    
cfares.com
Check price
$417 RT
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
11/21/2009 
Return:
11/21/2009
Airline:Delta Airlines    
cfares.com
Check price
$427 RT
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:Continental Airlines    
jetcombo.com
Check price
$472 RT
Jetblue Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:Jetblue Airways    
airfare.com
Check price
$477 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:American Airlines    
cfares.com
Check price
$485 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
11/25/2009 
Return:
11/30/2009
Airline:Delta Airlines    
cfares.com
Check price
$552 RT
American Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:American Airlines    
airfare.com
Check price
$589 RT
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/25/2009 
Return:
11/29/2009
Airline:Continental Airlines    
airfare.com
Check price
$631 RT
Northwest Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/24/2009 
Return:
11/29/2009
Airline:Northwest Airlines    
cfares.com
Check price
$735 RT
Air Tran Airways flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
11/27/2009 
Return:
11/29/2009
Airline:Air Tran Airways    
airfare.com
Check price
$788 RT
Northwest Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
11/27/2009 
Return:
11/29/2009
Airline:Northwest Airlines    
jetcombo.com
Check price
$952 RT
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
11/25/2009 
Return:
11/29/2009
Airline:Delta Airlines    
cfares.com
Check price
$86 OW
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (MDW) 
Departure:
12/10/2009 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$86 OW
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (MDW) 
Departure:
12/10/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$87 OW
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
12/06/2009 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$88 OW
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/02/2009 
Return:
-
Airline:United Airlines    
jetcombo.com
Check price
$100 OW
Northwest Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (CHI) 
Departure:
12/19/2009 
Return:
-
Airline:Northwest Airlines    
jetcombo.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
$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
$126 OW
American Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
12/22/2009 
Return:
-
Airline:American 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
$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
$166 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
12/22/2009 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$186 OW
United Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/23/2009 
Return:
-
Airline:United Airlines    
jetcombo.com
Check price
$198 OW
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
11/25/2009 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
$198 OW
Northwest Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
11/25/2009 
Return:
-
Airline:Northwest Airlines    
jetcombo.com
Check price
$211 OW
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (MDW) 
Departure:
12/10/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$226 OW
Us Airways flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/02/2009 
Return:
-
Airline:Us Airways    
cfares.com
Check price
$242 OW
Delta Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (CHI) 
Departure:
12/06/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$284 OW
American Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (ORD) 
Departure:
12/22/2009 
Return:
-
Airline:American Airlines    
airfare.com
Check price
$295 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (ORD) 
Departure:
12/22/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$302 OW
American Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (CHI) 
Departure:
12/19/2009 
Return:
-
Airline:American Airlines    
airfare.com
Check price
$320 OW
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/23/2009 
Return:
-
Airline:Continental Airlines    
airfare.com
Check price
$416 OW
Delta Airlines flight
From:
New York City, NY (JFK) 
To:
Chicago, IL (MDW) 
Departure:
11/25/2009 
Return:
-
Airline:Delta Airlines    
airfare.com
Check price
$445 OW
Continental Airlines flight
From:
New York City, NY (NYC) 
To:
Chicago, IL (ORD) 
Departure:
12/23/2009 
Return:
-
Airline:Continental Airlines    
cfares.com
Check price
$594 OW
Air Tran Airways flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
11/29/2009 
Return:
-
Airline:Air Tran Airways    
airfare.com
Check price
$675 OW
Delta Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
11/29/2009 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
$675 OW
Northwest Airlines flight
From:
New York City, NY (LGA) 
To:
Chicago, IL (MDW) 
Departure:
11/29/2009 
Return:
-
Airline:Northwest Airlines    
cfares.com
Check price
 

Search flights, hotels and car rentals from New York City to Chicago for your specific dates:

Specify your search details. Browse the cheapest flights from New York City to Chicago, Chicago hotel rooms and New York City to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

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 [...]

Chicago PicturesBean - ChicagoCity Reflections - Chicagocool site - Chicago
View more

More Chicago deals:

4-star The Palmer House Hilton.. - $1034-star Hilton Chicago Includes.. - $107Chicago-O'Hare last minute car rental - $20.95Downtown Chicago 4* - $235From Minneapolis: flight 2 nights.. - $381Puerto Rico - El Conquistador Resort -.. - $4953-star Doubletree Hotel Chicago-Wood.. - $593-star Doubletree Hotel Chicago - Oak.. - $673-star Chicago's Essex Inn Winter.. - $693-star Hilton Chicago/Oak Brook.. - $695-star Conrad Chicago Includes.. - $883-star Doubletree Hotel Chicago/Alsip.. - $93
 
 
 


 
Cheap flights | hotel rooms | bargain car rentals | cruise search | cheap vacations | best travel deals | community | 
popular flights | travel tips | travel guides | travel blog | about us | travel news | advertising | partners | affiliates | site map
FAQ | privacy | terms of service | forum | Travel insurance | feedback | tell a friend | bookmark it |  footer icons
Visit our international sites too:
travelgrove.com| travelgrove.co.uk| travelgrove.de| travelgrove.it| travelgrove.es| travelgrove.fr
Travelgrove Inc is not responsible for content on external Web sites. ©2004-2008 Travelgrove, Inc. All rights reserved.
This airfare deal was found   ago. Click "Check price" to see current prices!