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 (NYC) to Chicago (CHI)
 Depart 14 Sep 15
 Return 16 Sep 15

Price subject to availability

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  • Price
  • Dep date
  2 more OneTravel.com flights available on this route
$223   Dep 05 Aug 15 - Rtn 12 Aug 15
New York to Chicago
NYC to CHI OneTravel.com
$246   Dep 07 Aug 15 - Rtn 10 Aug 15
New York to Chicago
NYC to CHI OneTravel.com
New York (LGA) to Chicago (ORD)
 Depart 29 Aug 15
 Return 05 Sep 15

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  5 more Flightnetwork flights available on this route
$132   Dep 29 Aug 15 - Rtn 05 Sep 15
New York to Chicago
LGA to ORD Flightnetwork
$143   Dep 29 Aug 15 - Rtn 05 Sep 15
New York to Chicago
LGA to ORD Flightnetwork
$144   Dep 29 Aug 15 - Rtn 05 Sep 15
New York to Chicago
LGA to MDW Flightnetwork
$179   Dep 29 Aug 15 - Rtn 05 Sep 15
New York to Chicago
LGA to ORD Flightnetwork
$314   Dep 29 Aug 15 - Rtn 05 Sep 15
Newark Liberty International to Chicago
EWR to MDW Flightnetwork
New York (NYC) to Chicago (CHI)
 Depart 05 Sep 15
 Return 09 Sep 15

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$98   Dep 12 Sep 15 - Rtn 15 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 24 Aug 15 - Rtn 28 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 13 Sep 15 - Rtn 19 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 14 Sep 15 - Rtn 16 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 16 Sep 15 - Rtn 17 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 23 Sep 15 - Rtn 27 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 14 Oct 15 - Rtn 28 Oct 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 24 Oct 15 - Rtn 25 Oct 15
New York to Chicago
NYC to CHI CheapOair.com
$134   Dep 19 Nov 15 - Rtn 23 Nov 15
New York to Chicago
NYC to CHI CheapOair.com
$136   Dep 09 Sep 15 - Rtn 14 Sep 15
New York to Chicago
NYC to CHI CheapOair.com
$144   Dep 18 Aug 15 - Rtn 25 Aug 15
New York to Chicago
NYC to CHI CheapOair.com
$146   Dep 14 Sep 15 - Rtn 19 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$146   Dep 15 Sep 15 - Rtn 20 Sep 15
New York to Chicago
LGA to ORD CheapOair.com
$146   Dep 22 Mar 16 - Rtn 29 Mar 16
New York to Chicago
LGA to ORD CheapOair.com
$146   Dep 23 Mar 16 - Rtn 29 Mar 16
New York to Chicago
LGA to ORD CheapOair.com
New York (LGA) to Chicago (ORD)
 Depart 21 Oct 15
 Return 28 Oct 15

Flying with Spirit Airlines

Price subject to availability

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  • Price
  • Dep date
  15 more momondo.com flights available on this route
$80   Dep 28 Oct 15 - Rtn 04 Nov 15
New York to Chicago
LGA to ORD momondo.com
$80   Dep 28 Oct 15 - Rtn 04 Nov 15
New York to Chicago
JFK to ORD momondo.com
$166   Dep 30 Sep 15 - Rtn 07 Oct 15
New York to Chicago
LGA to ORD momondo.com
$166   Dep 07 Oct 15 - Rtn 14 Oct 15
New York to Chicago
LGA to ORD momondo.com
$166   Dep 14 Oct 15 - Rtn 21 Oct 15
New York to Chicago
LGA to ORD momondo.com
$178   Dep 21 Oct 15 - Rtn 28 Oct 15
New York to Chicago
JFK to ORD momondo.com
$196   Dep 23 Sep 15 - Rtn 30 Sep 15
New York to Chicago
LGA to ORD momondo.com
$196   Dep 07 Oct 15 - Rtn 14 Oct 15
New York to Chicago
JFK to ORD momondo.com
$196   Dep 14 Oct 15 - Rtn 21 Oct 15
New York to Chicago
JFK to ORD momondo.com
$204   Dep 30 Sep 15 - Rtn 07 Oct 15
New York to Chicago
JFK to ORD momondo.com
$219   Dep 23 Sep 15 - Rtn 30 Sep 15
New York to Chicago
JFK to ORD momondo.com
$363   Dep 28 Oct 15 - Rtn 04 Nov 15
Newark Liberty International to Chicago
EWR to ORD momondo.com
$365   Dep 28 Oct 15 - Rtn 04 Nov 15
New York to Chicago
JFK to ORD momondo.com
$416   Dep 30 Sep 15 - Rtn 07 Oct 15
New York to Chicago
LGA to ORD momondo.com
$449   Dep 30 Sep 15 - Rtn 07 Oct 15
New York to Chicago
LGA to ORD momondo.com
New York (NYC) to Chicago (CHI)
 Depart 19 Aug 15
 Return 26 Aug 15

Price subject to availability

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Newark Liberty International (EWR) to Chicago (CHI)
 Depart 25 Aug 15
 Return 01 Sep 15

Flying with JetBlue Airways

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 Chicago519
      Cheapest ticket price forNew York to Chicago$79
      Average deal price forNew York to Chicago$143
      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 26% more expensive than Chicago
      New York Chicago
      Cappuccino$4.22$3.54
      Gasoline$3.84$3.90
      Imported beer (0.33 liter)$7.00$6.00
      Taxi - fixed fee$2.50$3.25
      source

        Facts and figures about flying from New York to Chicago

      • New York to Chicago flights are not usually subject to diversions
      • La Guardia is the most commonly used connection for flights between New York and Chicago
      • 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
      • 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
      • Flights from New York to Chicago have 1223 passenger seats available each day
      • The average delay time for flights between New York and Chicago is 1 hr 7 mins
      • The largest aircraft operating flights from New York to Chicago is the Boeing 747-400 (Domestic)