Flights from New York (NYC) to Chicago (CHI)

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We compare hundreds of flights from New York to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
New York (JFK) to Chicago (ORD)
 Depart 12 Dec 16
 Return 19 Dec 16

Discount subject to availability

New York (NYC) to Chicago (CHI)
 Depart 09 Jan 17
 Return 11 Jan 17

Price subject to availability

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  • Dep date
  7 more CheapOair.com flights available on this route
$98   Dep 13 Dec 16 - Rtn 14 Dec 16
New York to Chicago
LGA to ORD CheapOair.com
$98   Dep 25 Jan 17 - Rtn 28 Jan 17
New York to Chicago
NYC to ORD CheapOair.com
$106   Dep 10 May 17 - Rtn 23 May 17
New York to Chicago
JFK to ORD CheapOair.com
$110   Dep 06 Jan 17 - Rtn 10 Jan 17
New York to Chicago
LGA to CHI CheapOair.com
$166   Dep 11 Feb 17 - Rtn 15 Feb 17
Newark Liberty International to Chicago
EWR to ORD CheapOair.com
$184   Dep 10 Jan 17 - Rtn 12 Jan 17
New York to Chicago
JFK to CHI CheapOair.com
$352   Dep 26 Dec 16 - Rtn 01 Jan 17
Newark Liberty International to Chicago
EWR to MDW CheapOair.com
New York (NYC) to Chicago (CHI)
 Depart 11 Jan 17
 Return 18 Jan 17

Price subject to availability

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  • Dep date
  13 more CheapAir.com flights available on this route
$146   Dep 31 Dec 16 - Rtn 07 Jan 17
New York to Chicago
NYC to CHI CheapAir.com
$146   Dep 04 Jan 17 - Rtn 11 Jan 17
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$146   Dep 07 Jan 17 - Rtn 14 Jan 17
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$148   Dep 06 Jan 17 - Rtn 13 Jan 17
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$154   Dep 30 Dec 16 - Rtn 06 Jan 17
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$156   Dep 09 Jan 17 - Rtn 16 Jan 17
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$176   Dep 28 Dec 16 - Rtn 04 Jan 17
New York to Chicago
NYC to CHI CheapAir.com
$276   Dep 19 Dec 16 - Rtn 26 Dec 16
New York to Chicago
NYC to CHI CheapAir.com
$296   Dep 02 Jan 17 - Rtn 09 Jan 17
New York to Chicago
NYC to CHI CheapAir.com
$326   Dep 26 Dec 16 - Rtn 02 Jan 17
New York to Chicago
NYC to CHI CheapAir.com
$368   Dep 21 Dec 16 - Rtn 28 Dec 16
New York to Chicago
NYC to CHI CheapAir.com
$388   Dep 24 Dec 16 - Rtn 31 Dec 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$466   Dep 23 Dec 16 - Rtn 30 Dec 16
New York to Chicago
NYC to CHI CheapAir.com
New York (JFK) to Chicago (ORD)
 Depart 18 Jan 17
 Return 25 Jan 17

Price subject to availability

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  15 more Smartfares.com flights available on this route
$148   Dep 01 Feb 17 - Rtn 07 Feb 17
New York to Chicago
JFK to ORD Smartfares.com
$167   Dep 17 Jan 17 - Rtn 24 Jan 17
New York to Chicago
JFK to ORD Smartfares.com
$175   Dep 19 Apr 17 - Rtn 26 Apr 17
New York to Chicago
LGA to ORD Smartfares.com
$190   Dep 03 Feb 17 - Rtn 07 Feb 17
New York to Chicago
JFK to ORD Smartfares.com
$190   Dep 11 Feb 17 - Rtn 12 Feb 17
New York to Chicago
JFK to ORD Smartfares.com
$207   Dep 22 Feb 17 - Rtn 24 Feb 17
New York to Chicago
JFK to ORD Smartfares.com
$215   Dep 03 Jan 17 - Rtn 10 Jan 17
New York to Chicago
LGA to ORD Smartfares.com
$215   Dep 23 Feb 17 - Rtn 25 Feb 17
New York to Chicago
LGA to ORD Smartfares.com
$224   Dep 16 Dec 16 - Rtn 17 Jan 17
New York to Chicago
LGA to ORD Smartfares.com
$225   Dep 17 Dec 16 - Rtn 21 Dec 16
New York to Chicago
LGA to ORD Smartfares.com
$226   Dep 15 Dec 16 - Rtn 19 Dec 16
New York to Chicago
JFK to ORD Smartfares.com
$229   Dep 18 Feb 17 - Rtn 19 Feb 17
New York to Chicago
JFK to ORD Smartfares.com
$244   Dep 05 Jan 17 - Rtn 08 Jan 17
New York to Chicago
LGA to ORD Smartfares.com
$244   Dep 06 Jan 17 - Rtn 09 Jan 17
New York to Chicago
LGA to ORD Smartfares.com
$244   Dep 13 Jan 17 - Rtn 16 Jan 17
New York to Chicago
LGA to ORD Smartfares.com
New York (NYC) to Chicago (CHI)
 Depart 09 Jan 17
 Return 11 Jan 17

Price subject to availability

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  • Price
  • Dep date
  7 more OneTravel.com flights available on this route
$110   Dep 06 Jan 17 - Rtn 14 Jan 17
New York to Chicago
NYC to ORD OneTravel.com
$116   Dep 21 Jan 17 - Rtn 26 Jan 17
New York to Chicago
LGA to ORD OneTravel.com
$166   Dep 26 Jan 17 - Rtn 30 Jan 17
Newark Liberty International to Chicago
EWR to CHI OneTravel.com
$166   Dep 11 Feb 17 - Rtn 15 Feb 17
Newark Liberty International to Chicago
EWR to ORD OneTravel.com
$184   Dep 12 Jan 17 - Rtn 15 Jan 17
New York to Chicago
JFK to CHI OneTravel.com
$221   Dep 25 Dec 16 - Rtn 09 Jan 17
New York to Chicago
JFK to ORD OneTravel.com
$268   Dep 14 May 17 - Rtn 21 May 17
New York to Chicago
LGA to CHI OneTravel.com
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      Travel information for New York to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forNew York to Chicago5
      Flights available forNew York to Chicago419
      Cheapest ticket price forNew York to Chicago$96
      Average deal price forNew York to Chicago$567
      Average flight time forNew York to Chicago2 hrs 28 mins
      Distance from New York to Chicago712 miles

       How much do things cost in Chicago and New York?

      • New York is 18% more expensive than Chicago
      New York Chicago
      1 mile taxi journey$2.75$1.80
      Large bottle of water$1.90$1.77
      Taxi - fixed fee$2.50$3.25
      3 bedroom apartment downtown$5894.98$3084.37
      source

        Facts and figures about flying from New York to Chicago

      • The Canadair Regional Jet 900 is the most popular aircraft used for flights between New York and Chicago
      • Flights from New York to Chicago have 1223 passenger seats available each day
      • La Guardia is the most commonly used connection for flights between New York and Chicago
      • The largest aircraft operating flights from New York to Chicago is the Boeing 747-400 (Domestic)
      • New York to Chicago flights are not usually subject to diversions
      • For flights between New York and Chicago, the typical cancellation rate is 6.3 percent
      • Flights from New York to Chicago offer an Embraer ERJ 145 as the smallest available aircraft
      • The average delay time for flights between New York and Chicago is 1 hr 7 mins
      • Pinnacle Airlines, Inc. D/B/A Delta Connection operates 74 flights a week from New York to Chicago