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 30 Jun 15
 Return 02 Jul 15

Price subject to availability

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  • Dep date
  2 more OneTravel.com flights available on this route
$248   Dep 14 Jun 15 - Rtn 14 Jul 15
Orlando to Chicago
MCO to ORD OneTravel.com
$266   Dep 14 Jun 15 - Rtn 29 Jun 15
Orlando to Chicago
MCO to ORD OneTravel.com
Orlando (ORL) to Chicago (CHI)
 Depart 30 Jun 15
 Return 02 Jul 15

Price subject to availability

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  • Price
  • Dep date
  15 more CheapOair.com flights available on this route
$216   Dep 08 Jul 15 - Rtn 15 Jul 15
Orlando to Chicago
ORL to CHI CheapOair.com
$216   Dep 29 Jul 15 - Rtn 03 Aug 15
Orlando to Chicago
ORL to CHI CheapOair.com
$219   Dep 03 Jun 15 - Rtn 04 Jun 15
Orlando to Chicago
MCO to ORD CheapOair.com
$221   Dep 11 Jul 15 - Rtn 16 Jul 15
Orlando to Chicago
MCO to ORD CheapOair.com
$221   Dep 11 Jul 15 - Rtn 17 Jul 15
Orlando to Chicago
MCO to ORD CheapOair.com
$221   Dep 11 Jul 15 - Rtn 22 Jul 15
Orlando to Chicago
MCO to ORD CheapOair.com
$222   Dep 14 Oct 15 - Rtn 22 Oct 15
Orlando to Chicago
MCO to ORD CheapOair.com
$222   Dep 15 Oct 15 - Rtn 21 Oct 15
Orlando to Chicago
MCO to ORD CheapOair.com
$222   Dep 15 Oct 15 - Rtn 20 Oct 15
Orlando to Chicago
MCO to ORD CheapOair.com
$224   Dep 20 Jul 15 - Rtn 04 Aug 15
Orlando to Chicago
MCO to ORD CheapOair.com
$235   Dep 18 Aug 15 - Rtn 26 Aug 15
Orlando to Chicago
MCO to ORD CheapOair.com
$239   Dep 16 Oct 15 - Rtn 20 Oct 15
Orlando to Chicago
ORL to CHI CheapOair.com
$240   Dep 19 Aug 15 - Rtn 24 Aug 15
Orlando to Chicago
MCO to ORD CheapOair.com
$244   Dep 05 Jun 15 - Rtn 06 Jun 15
Orlando to Chicago
MCO to ORD CheapOair.com
$246   Dep 23 Jun 15 - Rtn 29 Jun 15
Orlando to Chicago
MCO to ORD CheapOair.com
Orlando (ORL) to Chicago (CHI)
 Depart 10 Jun 15
 Return 17 Jun 15

Price subject to availability

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Orlando (MCO) 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
  7 more momondo.com flights available on this route
$212   Dep 12 Aug 15 - Rtn 19 Aug 15
Orlando to Chicago
MCO to ORD momondo.com
$212   Dep 19 Aug 15 - Rtn 26 Aug 15
Orlando to Chicago
MCO to ORD momondo.com
$212   Dep 26 Aug 15 - Rtn 02 Sep 15
Orlando to Chicago
MCO to ORD momondo.com
$222   Dep 22 Jul 15 - Rtn 29 Jul 15
Orlando to Chicago
MCO to ORD momondo.com
$222   Dep 29 Jul 15 - Rtn 05 Aug 15
Orlando to Chicago
MCO to ORD momondo.com
$258   Dep 12 Aug 15 - Rtn 19 Aug 15
Orlando to Chicago
MCO to ORD momondo.com
$258   Dep 19 Aug 15 - Rtn 26 Aug 15
Orlando to Chicago
MCO to ORD momondo.com
Orlando (ORL) to Chicago (CHI)
 Depart 09 Jun 15
 Return 24 Jun 15

Flying with Frontier Airlines

Price subject to availability

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      Travel information for Orlando to Chicago

      Photo of Chicago   Chicago
      Advertisers with deals forOrlando to Chicago5
      Number of flight deals forOrlando to Chicago239
      Lowest ticket price forOrlando to Chicago$197
      Average flight price forOrlando to Chicago$231
      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 2% cheaper than Chicago
      Orlando Chicago
      1 bedroom apartment downtown$930.57$1771.36
      Gasoline$3.39$4.07
      3 course meal for 2$44.00$60.00
      One-way ticket (local transport)$2.00$2.25
      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 from Orlando to Chicago are cancelled 2.1% of the time
      • Flights from Orlando to Chicago offer an Airbus A319 as the smallest available aircraft
      • Diversions are not a regular occurrence on flights between Orlando and Chicago
      • The average delay between Orlando and Chicago is 1 hr 6 mins
      • The largest plane flying between Orlando and Chicago is the Boeing 757-300
      • Flights between Orlando and Chicago typically provide 1757 seats for passengers on a daily basis
      • United Air Lines Inc. operates 174 flights per week between Orlando and Chicago