Cheap flights to Chicago from John F. Kennedy Intl (JFK)

Flights to Chicago from John F. Kennedy Intl (JFK)

Price	To/From	Dates	Supplier
1
Save up to 50%	Summer Savings Still need to plan your summer travel? Book now and save up to 50 percent on popular vacations, plus get an extra 10 percent instant savings on almost all hotel stays. Date posted: 09 May 2008		Orbitz Book online
$252 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 20 May 2008 Travel valid until: 04 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$196 RT(excl. tax)	From: New York City, NY (JFK) To: Chicago, IL (MDW)	Travel valid from: 13 May 2008 Travel valid until: 31 May 2008 Deal Details	CheapAir.com Book online
$283 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$238 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 06 Sep 2008 Travel valid until: 09 Sep 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$284 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
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$196 RT(excl. tax)	From: New York City, NY (JFK) To: Chicago, IL (ORD)	Travel valid from: 13 May 2008 Travel valid until: 31 May 2008 Deal Details	CheapAir.com Book online
$239 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 30 May 2008 Travel valid until: 31 May 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$244 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 21 May 2008 Travel valid until: 27 May 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$244 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 09 Jul 2008 Travel valid until: 21 Jul 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$244 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 29 Jul 2008 Travel valid until: 30 Jul 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$244 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 21 Nov 2008 Travel valid until: 24 Nov 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$254 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 20 May 2008 Travel valid until: 04 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$254 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 27 May 2008 Travel valid until: 03 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$254 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 29 May 2008 Travel valid until: 04 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$254 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 31 May 2008 Travel valid until: 01 Jun 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$259 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (CHI) Depart: 16 Sep 2008 Return: 24 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$259 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 19 Sep 2008 Return: 22 Sep 2008 Deal Details Other dates & prices offered		Kayak Book online
$262 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 05 Jun 2008 Travel valid until: 20 Jun 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$264 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 21 Jun 2008 Travel valid until: 04 Jul 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$266 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 05 Jul 2008 Travel valid until: 21 Jul 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$269 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 09 Aug 2008 Return: 29 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$279 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (CHI) Depart: 28 May 2008 Return: 29 May 2008 Deal Details Other dates & prices offered		Kayak Book online
$279 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 18 Jul 2008 Return: 20 Jul 2008 Deal Details Other dates & prices offered		Kayak Book online
$279 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 21 Jul 2008 Return: 24 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$279 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (CHI) Depart: 01 Oct 2008 Return: 08 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$284 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$285 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$285 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$285 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (CHI) Depart: 24 Jul 2008 Return: 29 Jul 2008 Deal Details Other dates & prices offered		Kayak Book online
$286 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$295 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (CHI) Depart: 20 May 2008 Return: 20 May 2008 Deal Details Other dates & prices offered		Kayak Book online
$324 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$325 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$326 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$355 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
$918 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$1,686 RT(incl. taxes)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Depart: 04 Jun 2008 Return: 11 Jun 2008 Deal Details Save Big. ORBITZ. A Step Ahead.		Orbitz Book online
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Save up to 60%	4 Star Hotels at 2 Star Prices! Hotels for less with low Hotwire Hot-Rates!		Hotwire Book online

Business Deals

$1,500 RT(excl. tax)	From: New York City, NY (JFK) To: Chicago, IL (ORD) Travel valid from: 13 May 2008 Travel valid until: 12 Apr 2009 Deal Details Major Airline!		CheapAir.com Book online
$1,500 RT(excl. tax)	From: New York City, NY (JFK) To: Chicago, IL (MDW) Travel valid from: 13 May 2008 Travel valid until: 12 Apr 2009 Deal Details Major Airline!		CheapAir.com Book online

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Departure airports

John F. Kennedy Intl

Destination airports

Chicago

Fact Finder

Avg. Flight Duration2 hr 49 mins

Flight guide to Chicago

Overview of Chicago

As Frank Sinatra crooned, “Chicago is my kind of town,” and many tourists agree. Book a flight to Chicago and shop the Miracle Mile, step back in time at the National History Museum, tour the artist’s lofts in the heart of the city, and enjoy some cool...

Useful Links

Useful links for Chicago

Fodor’s guide: Get the most out of Chicago
Frommer's guide: The lowdown on Chicago
Map: Map of Chicago
Weather: Is it sunny?
Events calendar: What's on when in Chicago

Travel Tips

Read expert tips on getting the most out of travel

Last-minute Airfares 101: Basic tips on landing last-minute airfare deals
Booking Flights by Phone: Best practice for using your phone when purchasing airline tickets
Getting Bumped: When airlines overbook, you might lose your seat

More travel tips