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 07 Mar 17
 Return 11 Mar 17

Flying with JetBlue Airways

Price subject to availability

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  • Dep date
  4 more CheapOair.com flights available on this route
$116   Dep 10 Apr 17 - Rtn 15 Apr 17
New York to Chicago
JFK to ORD CheapOair.com
$126   Dep 01 Nov 16 - Rtn 02 Nov 16
New York to Chicago
LGA to CHI CheapOair.com
$155   Dep 18 Oct 16 - Rtn 25 Oct 16
New York to Chicago
JFK to CHI CheapOair.com
$166   Dep 30 Nov 16 - Rtn 04 Dec 16
Newark Liberty International to Chicago
EWR to ORD CheapOair.com
New York (JFK) to Chicago (ORD)
 Depart 05 Oct 16
 Return 12 Oct 16

Discount subject to availability

New York (NYC) to Chicago (ORD)
 Depart 22 Oct 16
 Return 25 Oct 16

Flying with American Airlines

Price subject to availability

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  • Price
  • Dep date
  4 more OneTravel.com flights available on this route
$138   Dep 07 Apr 17 - Rtn 11 Apr 17
New York to Chicago
JFK to CHI OneTravel.com
$145   Dep 27 Oct 16 - Rtn 30 Oct 16
New York to Chicago
LGA to CHI OneTravel.com
$166   Dep 27 Oct 16 - Rtn 31 Oct 16
Newark Liberty International to Chicago
EWR to CHI OneTravel.com
$175   Dep 21 Oct 16 - Rtn 05 Nov 16
New York to Chicago
JFK to ORD OneTravel.com
Newark Liberty International (EWR) to Chicago (CHI)
 Depart 22 Oct 16
 Return 29 Oct 16

Price subject to availability

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  • Dep date
  13 more CheapAir.com flights available on this route
$116   Dep 26 Oct 16 - Rtn 02 Nov 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$116   Dep 02 Nov 16 - Rtn 09 Nov 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$126   Dep 15 Oct 16 - Rtn 22 Oct 16
New York to Chicago
NYC to CHI CheapAir.com
$126   Dep 19 Oct 16 - Rtn 26 Oct 16
New York to Chicago
NYC to CHI CheapAir.com
$130   Dep 29 Oct 16 - Rtn 05 Nov 16
New York to Chicago
NYC to CHI CheapAir.com
$130   Dep 05 Nov 16 - Rtn 12 Nov 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$136   Dep 24 Oct 16 - Rtn 31 Oct 16
New York to Chicago
NYC to CHI CheapAir.com
$144   Dep 31 Oct 16 - Rtn 07 Nov 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$146   Dep 04 Nov 16 - Rtn 11 Nov 16
New York to Chicago
NYC to CHI CheapAir.com
$146   Dep 07 Nov 16 - Rtn 14 Nov 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$147   Dep 17 Oct 16 - Rtn 24 Oct 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$151   Dep 21 Oct 16 - Rtn 28 Oct 16
Newark Liberty International to Chicago
EWR to CHI CheapAir.com
$159   Dep 28 Oct 16 - Rtn 04 Nov 16
New York to Chicago
NYC to CHI CheapAir.com
New York (JFK) to Chicago (ORD)
 Depart 07 Feb 17
 Return 14 Feb 17

Price subject to availability

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  • Price
  • Dep date
  15 more Smartfares.com flights available on this route
$106   Dep 18 Apr 17 - Rtn 22 Apr 17
New York to Chicago
JFK to ORD Smartfares.com
$106   Dep 02 May 17 - Rtn 06 May 17
New York to Chicago
JFK to ORD Smartfares.com
$118   Dep 18 Oct 16 - Rtn 19 Oct 16
New York to Chicago
JFK to ORD Smartfares.com
$127   Dep 11 Oct 16 - Rtn 12 Oct 16
New York to Chicago
LGA to ORD Smartfares.com
$132   Dep 14 Nov 16 - Rtn 16 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 29 Oct 16 - Rtn 02 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 05 Nov 16 - Rtn 09 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 07 Nov 16 - Rtn 08 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 07 Nov 16 - Rtn 12 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 10 Nov 16 - Rtn 15 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 14 Nov 16 - Rtn 21 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 17 Nov 16 - Rtn 20 Nov 16
New York to Chicago
LGA to ORD Smartfares.com
$136   Dep 09 Dec 16 - Rtn 11 Dec 16
New York to Chicago
LGA to ORD Smartfares.com
$137   Dep 12 Oct 16 - Rtn 14 Oct 16
New York to Chicago
JFK to ORD Smartfares.com
$137   Dep 29 Oct 16 - Rtn 05 Nov 16
New York to Chicago
LGA to ORD Smartfares.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 Chicago959
      Cheapest ticket price forNew York to Chicago$106
      Average deal price forNew York to Chicago$474
      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
      Taxi - fixed fee$2.50$3.25
      1 mile taxi journey$2.75$1.80
      Large bottle of water$1.90$1.77
      Cappuccino$4.16$3.82
      source

        Facts and figures about flying from New York to Chicago

      • Flights from New York to Chicago have 1223 passenger seats available each day
      • The Canadair Regional Jet 900 is the most popular aircraft used for flights between New York and Chicago
      • The largest aircraft operating flights from New York to Chicago is the Boeing 747-400 (Domestic)
      • La Guardia is the most commonly used connection 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 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
      • For flights between New York and Chicago, the typical cancellation rate is 6.3 percent
      • New York to Chicago flights are not usually subject to diversions