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 (MDW)
 Depart 28 Jun 15
 Return 05 Jul 15

Price subject to availability

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  • Dep date
  5 more Flightnetwork flights available on this route
$325   Dep 28 Jun 15 - Rtn 05 Jul 15
New York to Chicago
LGA to ORD Flightnetwork
$366   Dep 28 Jun 15 - Rtn 05 Jul 15
New York to Chicago
LGA to ORD Flightnetwork
$386   Dep 28 Jun 15 - Rtn 05 Jul 15
New York to Chicago
LGA to ORD Flightnetwork
$395   Dep 28 Jun 15 - Rtn 05 Jul 15
New York to Chicago
LGA to ORD Flightnetwork
$526   Dep 28 Jun 15 - Rtn 05 Jul 15
New York to Chicago
LGA to ORD Flightnetwork
New York (NYC) to Chicago (CHI)
 Depart 17 Jun 15
 Return 24 Jun 15

Price subject to availability

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New York (NYC) to Chicago (CHI)
 Depart 10 Jun 15
 Return 17 Jun 15

Price subject to availability

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  • Dep date
  15 more CheapOair.com flights available on this route
$214   Dep 11 Jun 15 - Rtn 24 Jun 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 04 Aug 15 - Rtn 05 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 18 Aug 15 - Rtn 25 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 24 Aug 15 - Rtn 29 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 27 Aug 15 - Rtn 31 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 14 Sep 15 - Rtn 17 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$214   Dep 08 Oct 15 - Rtn 11 Oct 15
New York to Chicago
NYC to CHI CheapOair.com
$219   Dep 18 Jun 15 - Rtn 27 Jun 15
New York to Chicago
NYC to CHI CheapOair.com
$219   Dep 18 Jun 15 - Rtn 20 Jun 15
New York to Chicago
NYC to CHI CheapOair.com
$221   Dep 13 Jun 15 - Rtn 17 Jun 15
New York to Chicago
LGA to ORD CheapOair.com
$221   Dep 09 Sep 15 - Rtn 12 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$221   Dep 12 Sep 15 - Rtn 15 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$221   Dep 22 Sep 15 - Rtn 26 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$221   Dep 23 Sep 15 - Rtn 27 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$221   Dep 24 Sep 15 - Rtn 28 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
New York (NYC) to Chicago (CHI)
 Depart 10 Jun 15
 Return 17 Jun 15

Price subject to availability

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  • Price
  • Dep date
  4 more OneTravel.com flights available on this route
$217   Dep 18 Jun 15 - Rtn 18 Jul 15
New York to Chicago
LGA to ORD OneTravel.com
$219   Dep 18 Jun 15 - Rtn 20 Jun 15
New York to Chicago
NYC to CHI OneTravel.com
$229   Dep 18 Jun 15 - Rtn 03 Jul 15
New York to Chicago
LGA to ORD OneTravel.com
$478   Dep 18 Jun 15 - Rtn 21 Jul 15
New York to Chicago
JFK to MDW OneTravel.com
New York (NYC) to Chicago (CHI)
 Depart 13 Jun 15
 Return 23 Jun 15

Flying with Spirit Airlines

Price subject to availability

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New York (LGA) to Chicago (ORD)
 Depart 05 Aug 15
 Return 12 Aug 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
$196   Dep 19 Aug 15 - Rtn 26 Aug 15
New York to Chicago
LGA to ORD momondo.com
$196   Dep 26 Aug 15 - Rtn 02 Sep 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
$216   Dep 12 Aug 15 - Rtn 19 Aug 15
New York to Chicago
LGA to ORD momondo.com
$226   Dep 26 Aug 15 - Rtn 02 Sep 15
New York to Chicago
JFK to ORD momondo.com
$235   Dep 19 Aug 15 - Rtn 26 Aug 15
New York to Chicago
JFK to ORD momondo.com
$240   Dep 12 Aug 15 - Rtn 19 Aug 15
New York to Chicago
JFK to ORD momondo.com
$480   Dep 05 Aug 15 - Rtn 12 Aug 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
$990   Dep 26 Aug 15 - Rtn 02 Sep 15
New York to Chicago
JFK to MDW momondo.com
$1,052   Dep 19 Aug 15 - Rtn 26 Aug 15
New York to Chicago
JFK to MDW momondo.com
$1,094   Dep 12 Aug 15 - Rtn 19 Aug 15
New York to Chicago
JFK to MDW momondo.com
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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 Chicago491
      Cheapest ticket price forNew York to Chicago$186
      Average deal price forNew York to Chicago$237
      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
      Cheap meal$15.00$11.00
      Large bottle of water$2.21$1.86
      Local draught beer (0.5 liter)$6.00$4.00
      1 mile taxi journey$2.50$1.91
      source

        Facts and figures about flying from New York to Chicago

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