Take off on cheap flights from Orlando to Chicago, your adventure starts now!

Find cheap airline tickets from Orlando to Chicago by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$96
outward: Dec 14, 2018
4:45p LGA » 11:36p MSP
JetBlue 1 stop (6h51m)
inbound: Dec 17, 2018
1:00p MSP » 6:28p EWR
JetBlue 1 stop (5h28m)
$98
outward: Sep 27, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 2, 2018
12:50a ORD » 3:31a MCO
United Airlines direct (2h41m)
$98
outward: Sep 27, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 2, 2018
12:50a ORD » 3:31a MCO
United Airlines direct (2h41m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$109
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$110
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$111
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$112
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$112
outward: Oct 4, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 7, 2018
12:32a ORD » 3:13a MCO
United Airlines direct (2h41m)
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$113
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
$113
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Return
Departure
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$546 $546 $476 $431 $431 $476 $546
14 March Mar Thursday $outDate.dayShortName
$591 $307 $273 $262 $262 $370 $591
15 March Mar Friday $outDate.dayShortName
$661 $661 $591 $546 $546 $591 $661
16 March Mar Saturday $outDate.dayShortName
Choose when you'd like to depart to Chicago (USA):
Find the cheapest Orlando Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Orlando - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Orlando to Chicago

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Alaska Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 5, 2018
Spirit Airlines direct
return: Oct 9, 2018
Spirit Airlines direct
JetBlue
outbound: Mar 14, 2019
JetBlue 1 stop
return: Mar 19, 2019
JetBlue 1 stop
Frontier Airlines
outbound: Sep 27, 2018
Frontier Airlines direct
return: Oct 1, 2018
Spirit Airlines direct
United Airlines
outbound: Oct 4, 2018
United Airlines direct
return: Oct 6, 2018
United Airlines direct
Delta Air Lines
outbound: Mar 14, 2019
Delta Air Lines 1 stop
return: Mar 20, 2019
Delta Air Lines 1 stop
Alaska Airlines
outbound: Oct 15, 2018
Alaska Airlines 1 stop
return: Oct 22, 2018
Frontier Airlines direct

Travel tips for flights Orlando - Chicago

Average flight duration: 2h50m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 21, 2018 6:41 PM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Sep 21, 2018 7:41 PM, GMT-4
  • Weather:
  • min. 75ºF, max. 86ºF