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 07 Sep 16
 Return 13 Sep 16

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  9 more CheapOair.com flights available on this route
$76   Dep 10 Sep 16 - Rtn 14 Sep 16
New York to Chicago
NYC to ORD CheapOair.com
$76   Dep 17 Sep 16 - Rtn 20 Sep 16
New York to Chicago
NYC to CHI CheapOair.com
$123   Dep 22 Sep 16 - Rtn 27 Sep 16
New York to Chicago
LGA to CHI CheapOair.com
$142   Dep 06 Sep 16 - Rtn 21 Sep 16
New York to Chicago
JFK to CHI CheapOair.com
$145   Dep 13 Sep 16 - Rtn 20 Sep 16
New York to Chicago
JFK to ORD CheapOair.com
$156   Dep 23 Aug 16 - Rtn 25 Aug 16
Newark Liberty International to Chicago
EWR to CHI CheapOair.com
$156   Dep 27 Sep 16 - Rtn 01 Oct 16
Newark Liberty International to Chicago
EWR to ORD CheapOair.com
$263   Dep 05 Aug 16 - Rtn 08 Aug 16
New York to Chicago
JFK to MDW CheapOair.com
$333   Dep 17 Aug 16 - Rtn 20 Aug 16
New York to Chicago
LGA to MDW CheapOair.com
New York (NYC) to Chicago (ORD)
 Depart 10 Sep 16
 Return 13 Sep 16

Flying with United Airlines

Price subject to availability

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  • Price
  • Dep date
  7 more OneTravel.com flights available on this route
$76   Dep 17 Sep 16 - Rtn 20 Sep 16
New York to Chicago
NYC to CHI OneTravel.com
$148   Dep 20 Oct 16 - Rtn 23 Oct 16
New York to Chicago
LGA to CHI OneTravel.com
$156   Dep 08 Sep 16 - Rtn 11 Sep 16
Newark Liberty International to Chicago
EWR to ORD OneTravel.com
$156   Dep 13 Sep 16 - Rtn 14 Sep 16
Newark Liberty International to Chicago
EWR to CHI OneTravel.com
$169   Dep 07 Sep 16 - Rtn 13 Sep 16
New York to Chicago
JFK to CHI OneTravel.com
$176   Dep 17 Sep 16 - Rtn 21 Sep 16
New York to Chicago
JFK to ORD OneTravel.com
$268   Dep 18 Aug 16 - Rtn 02 Sep 16
New York to Chicago
LGA to ORD OneTravel.com
New York (LGA) to Chicago (ORD)
 Depart 07 Sep 16
 Return 16 Sep 16

Price subject to availability

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New York (NYC) to Chicago (CHI)
 Depart 24 Aug 16
 Return 31 Aug 16

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 Chicago4
      Flights available forNew York to Chicago968
      Cheapest ticket price forNew York to Chicago$76
      Average deal price forNew York to Chicago$444
      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
      One-way ticket (local transport)$2.75$2.25
      Large bottle of water$1.90$1.77
      Taxi - fixed fee$2.50$3.25
      Imported beer (0.33 liter bottle)$2.77$1.87
      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)