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 (LGA) to Chicago (ORD)
 Depart 25 May 15
 Return 01 Jun 15

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  4 more Flightnetwork flights available on this route
$251   Dep 25 May 15 - Rtn 01 Jun 15
New York to Chicago
JFK to ORD Flightnetwork
$251   Dep 25 May 15 - Rtn 01 Jun 15
New York to Chicago
LGA to ORD Flightnetwork
$267   Dep 25 May 15 - Rtn 01 Jun 15
Newark Liberty International to Chicago
EWR to ORD Flightnetwork
$320   Dep 25 May 15 - Rtn 01 Jun 15
New York to Chicago
JFK to ORD Flightnetwork
New York (LGA) to Chicago (ORD)
 Depart 09 Jun 15
 Return 17 Jun 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  8 more CheapOair.com flights available on this route
$194   Dep 06 May 15 - Rtn 13 May 15
New York to Chicago
NYC to CHI CheapOair.com
$201   Dep 02 Sep 15 - Rtn 09 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$204   Dep 02 Nov 15 - Rtn 11 Nov 15
New York to Chicago
LGA to ORD CheapOair.com
$211   Dep 30 Jun 15 - Rtn 07 Jul 15
New York to Chicago
LGA to ORD CheapOair.com
$211   Dep 28 Jul 15 - Rtn 04 Aug 15
New York to Chicago
LGA to ORD CheapOair.com
$211   Dep 05 Aug 15 - Rtn 12 Aug 15
New York to Chicago
LGA to ORD CheapOair.com
$214   Dep 14 Jul 15 - Rtn 15 Jul 15
New York to Chicago
LGA to ORD CheapOair.com
$216   Dep 23 Jun 15 - Rtn 27 Jun 15
New York to Chicago
LGA to ORD CheapOair.com
New York (LGA) to Chicago (ORD)
 Depart 16 May 15
 Return 31 May 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  1 more OneTravel.com flights available on this route
$419   Dep 18 May 15 - Rtn 14 Jun 15
New York to Chicago
JFK to MDW OneTravel.com
New York (LGA) to Chicago (ORD)
 Depart 24 Jun 15
 Return 01 Jul 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  12 more momondo.com flights available on this route
$186   Dep 01 Jul 15 - Rtn 08 Jul 15
New York to Chicago
LGA to ORD momondo.com
$186   Dep 15 Jul 15 - Rtn 22 Jul 15
New York to Chicago
LGA to ORD momondo.com
$186   Dep 22 Jul 15 - Rtn 29 Jul 15
New York to Chicago
LGA to ORD momondo.com
$206   Dep 08 Jul 15 - Rtn 15 Jul 15
New York to Chicago
LGA to ORD momondo.com
$206   Dep 29 Jul 15 - Rtn 05 Aug 15
New York to Chicago
LGA to ORD momondo.com
$217   Dep 08 Jul 15 - Rtn 15 Jul 15
New York to Chicago
JFK to ORD momondo.com
$217   Dep 22 Jul 15 - Rtn 29 Jul 15
New York to Chicago
JFK to ORD momondo.com
$221   Dep 01 Jul 15 - Rtn 08 Jul 15
New York to Chicago
JFK to ORD momondo.com
$252   Dep 15 Jul 15 - Rtn 22 Jul 15
New York to Chicago
JFK to ORD momondo.com
$394   Dep 22 Jul 15 - Rtn 29 Jul 15
New York to Chicago
JFK to ORD momondo.com
$484   Dep 24 Jun 15 - Rtn 01 Jul 15
New York to Chicago
JFK to ORD momondo.com
$567   Dep 29 Jul 15 - Rtn 05 Aug 15
New York to Chicago
JFK to ORD momondo.com
New York (NYC) to Chicago (CHI)
 Depart 09 May 15
 Return 13 May 15

Flying with Spirit Airlines

Price subject to availability

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Newark Liberty International (EWR) to Chicago (CHI)
 Depart 13 May 15
 Return 20 May 15

Price subject to availability

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      Travel information for New York to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forNew York to Chicago6
      Flights available forNew York to Chicago446
      Cheapest ticket price forNew York to Chicago$135
      Average deal price forNew York to Chicago$205
      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 29% more expensive than Chicago
      New York Chicago
      Gasoline$3.64$4.07
      1 hour taxi waiting fee$37.50$30.00
      Cappuccino$4.23$3.77
      Large bottle of water$2.21$1.86
      source

        Facts and figures about flying from New York to Chicago

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