Flights from Orlando (Orlando) to Chicago (CHI)

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We compare hundreds of flights from Orlando to Chicago from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
Orlando (ORL) to Chicago (CHI)
 Depart 13 Jan 17
 Return 15 Jan 17

Price subject to availability

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  3 more OneTravel.com flights available on this route
$121   Dep 24 Dec 16 - Rtn 08 Jan 17
Orlando to Chicago
MCO to ORD OneTravel.com
$146   Dep 09 Dec 16 - Rtn 12 Dec 16
Orlando to Chicago
ORL to ORD OneTravel.com
$166   Dep 09 Mar 17 - Rtn 12 Mar 17
Orlando to Chicago
MCO to CHI OneTravel.com
Orlando (MCO) to Chicago (ORD)
 Depart 13 Jan 17
 Return 16 Jan 17

Price subject to availability

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  7 more Smartfares.com flights available on this route
$97   Dep 20 Jan 17 - Rtn 22 Jan 17
Orlando to Chicago
MCO to ORD Smartfares.com
$167   Dep 15 Mar 17 - Rtn 19 Mar 17
Orlando to Chicago
MCO to ORD Smartfares.com
$215   Dep 06 Apr 17 - Rtn 09 Apr 17
Orlando to Chicago
MCO to ORD Smartfares.com
$234   Dep 17 Dec 16 - Rtn 21 Dec 16
Orlando to Chicago
MCO to ORD Smartfares.com
$282   Dep 02 Jun 17 - Rtn 13 Jun 17
Orlando to Chicago
MCO to ORD Smartfares.com
$511   Dep 20 Dec 16 - Rtn 27 Dec 16
Orlando to Chicago
MCO to ORD Smartfares.com
$695   Dep 02 Jan 17 - Rtn 09 Jan 17
Orlando to Chicago
MCO to ORD Smartfares.com
Orlando (ORL) to Chicago (CHI)
 Depart 13 Dec 16
 Return 14 Dec 16

Flying with American Airlines

Price subject to availability

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  3 more CheapOair.com flights available on this route
$96   Dep 13 Jan 17 - Rtn 17 Jan 17
Orlando to Chicago
ORL to ORD CheapOair.com
$96   Dep 26 Jan 17 - Rtn 30 Jan 17
Orlando to Chicago
MCO to CHI CheapOair.com
$149   Dep 16 Dec 16 - Rtn 18 Dec 16
Orlando to Chicago
MCO to ORD CheapOair.com
Orlando (ORL) to Chicago (CHI)
 Depart 09 Jan 17
 Return 16 Jan 17

Price subject to availability

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  • Dep date
  12 more CheapAir.com flights available on this route
$166   Dep 28 Dec 16 - Rtn 04 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$166   Dep 30 Dec 16 - Rtn 06 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$184   Dep 07 Jan 17 - Rtn 14 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$196   Dep 04 Jan 17 - Rtn 11 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$211   Dep 24 Dec 16 - Rtn 31 Dec 16
Orlando to Chicago
ORL to CHI CheapAir.com
$239   Dep 06 Jan 17 - Rtn 13 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$258   Dep 26 Dec 16 - Rtn 02 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$260   Dep 21 Dec 16 - Rtn 28 Dec 16
Orlando to Chicago
ORL to CHI CheapAir.com
$292   Dep 23 Dec 16 - Rtn 30 Dec 16
Orlando to Chicago
ORL to CHI CheapAir.com
$330   Dep 31 Dec 16 - Rtn 07 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
$341   Dep 19 Dec 16 - Rtn 26 Dec 16
Orlando to Chicago
ORL to CHI CheapAir.com
$346   Dep 02 Jan 17 - Rtn 09 Jan 17
Orlando to Chicago
ORL to CHI CheapAir.com
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      Travel information for Orlando to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forOrlando to Chicago4
      Number of flight deals forOrlando to Chicago127
      Lowest ticket price forOrlando to Chicago$86
      Average flight price forOrlando to Chicago$548
      Average flight time forOrlando to Chicago2 hrs 38 mins
      Distance from Orlando to Chicago987 miles

       How much do things cost in Chicago and Orlando?

      • Orlando is 6% cheaper than Chicago
      Orlando Chicago
      1 bedroom apartment downtown$1231.95$1554.10
      Large bottle of water$2.04$1.77
      Imported beer (0.33 liter)$5.00$6.00
      3 course meal for 2$50.00$65.00
      source

        Facts and figures about flying from Orlando to Chicago

      • If you’re flying between Orlando and Chicago you will most likely travel with a Boeing 737-900
      • Flights between Orlando and Chicago typically provide 1757 seats for passengers on a daily basis
      • The average delay between Orlando and Chicago is 1 hr 6 mins
      • Diversions are not a regular occurrence on flights between Orlando and Chicago
      • Flights from Orlando to Chicago offer an Airbus A319 as the smallest available aircraft
      • Flights from Orlando to Chicago are cancelled 2.1% of the time
      • United Air Lines Inc. operates 174 flights per week between Orlando and Chicago
      • The largest plane flying between Orlando and Chicago is the Boeing 757-300