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

Find cheap airline tickets from Orlando to Chicago by date

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$142
outward: Jun 14, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
inbound: Jun 25, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
$165
outward: Jun 3, 2018
12:32a MCO » 3:31a ORD
Spirit Airlines direct (2h59m)
inbound: Jun 5, 2018
4:36a ORD » 2:35p MCO
Spirit Airlines 1 stop (9h59m)
$168
outward: Jun 27, 2018
1:45a TPA » 1:24p ORD
Spirit Airlines 1 stop (11h39m)
inbound: Aug 28, 2018
6:59p ORD » 9:41p TPA
Spirit Airlines direct (2h42m)
$168
outward: Jun 27, 2018
1:45a TPA » 1:24p ORD
Spirit Airlines 1 stop (11h39m)
inbound: Aug 28, 2018
6:59p ORD » 9:41p TPA
Spirit Airlines direct (2h42m)
$177
outward: Jun 27, 2018
12:12a MCO » 3:22a ORD
Frontier Airlines direct (3h10m)
inbound: Aug 28, 2018
4:40p ORD » 7:21p MCO
Spirit Airlines direct (2h41m)
$178
outward: Jul 9, 2018
4:15p MCO » 7:20p MKE
Frontier Airlines direct (3h05m)
inbound: Jul 13, 2018
8:20p MKE » 11:22p MCO
Frontier Airlines direct (3h02m)
$179
outward: Jun 27, 2018
12:12a MCO » 3:22a ORD
Frontier Airlines direct (3h10m)
inbound: Aug 28, 2018
4:40p ORD » 7:21p MCO
Spirit Airlines direct (2h41m)
$190
outward: Jun 26, 2018
11:57p MCO » 3:05a ORD
Spirit Airlines direct (3h08m)
inbound: Aug 28, 2018
4:40p ORD » 7:21p MCO
Spirit Airlines direct (2h41m)
$200
outward: Jun 22, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
inbound: Jun 24, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
$201
outward: Jun 14, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
inbound: Jun 25, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
$202
outward: Jun 14, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
inbound: Jun 25, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
$206
outward: Jun 2, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jul 1, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$207
outward: Jul 10, 2018
11:57p MCO » 3:05a ORD
Spirit Airlines direct (3h08m)
inbound: Jul 12, 2018
4:40p ORD » 7:24p MCO
Spirit Airlines direct (2h44m)
$208
outward: Jun 2, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jun 29, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$208
outward: Jun 2, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jun 30, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$209
outward: Jun 2, 2018
12:20p MCO » 4:28a ORD
Spirit Airlines 1 stop (16h08m)
inbound: Jun 30, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$215
outward: Jun 23, 2018
12:12a MCO » 3:22a ORD
Frontier Airlines direct (3h10m)
inbound: Jun 24, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$216
outward: Jul 10, 2018
11:57p MCO » 3:05a ORD
Spirit Airlines direct (3h08m)
inbound: Jul 13, 2018
4:40p ORD » 7:24p MCO
Spirit Airlines direct (2h44m)
$217
outward: Jun 3, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jul 1, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$219
outward: Jun 3, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jun 29, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$219
outward: Jul 11, 2018
12:23a MCO » 3:24a ORD
Frontier Airlines direct (3h01m)
inbound: Jul 14, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$221
outward: Jul 9, 2018
11:57p MCO » 3:05a ORD
Spirit Airlines direct (3h08m)
inbound: Jul 12, 2018
4:40p ORD » 7:24p MCO
Spirit Airlines direct (2h44m)
$227
outward: Jun 23, 2018
4:25a MCO » 5:08a ORD
Spirit Airlines 1 stop (24h43m)
inbound: Jun 24, 2018
12:15p ORD » 2:28p MCO
Spirit Airlines 1 stop (26h13m)
$229
outward: Jul 9, 2018
12:23a MCO » 3:24a ORD
Frontier Airlines direct (3h01m)
inbound: Jul 14, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$229
outward: Jul 10, 2018
12:23a MCO » 3:24a ORD
Frontier Airlines direct (3h01m)
inbound: Jul 14, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$241
outward: Jun 16, 2018
3:25p MCO » 2:14a MDW
Unknown Company 1 stop (10h49m)
inbound: Jun 19, 2018
1:00p MDW » 5:20a MCO
Unknown Company 1 stop (16h20m)
$246
outward: Jun 4, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jul 1, 2018
11:50p ORD » 2:49a MCO
Frontier Airlines direct (2h59m)
$248
outward: Jun 4, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jun 29, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$248
outward: Jun 4, 2018
12:12a MCO » 3:29a ORD
Frontier Airlines direct (3h17m)
inbound: Jun 30, 2018
11:45p ORD » 2:42a MCO
Frontier Airlines direct (2h57m)
$251
outward: Nov 14, 2018
4:25p MCO » 7:26p ORD
Unknown Airline direct (3h01m)
inbound: Nov 24, 2018
9:55p ORD » 12:35a MCO
Unknown Airline direct (2h40m)
Return
Departure
27 June Jun Wednesday $retDate.dayShortName
28 June Jun Thursday $retDate.dayShortName
29 June Jun Friday $retDate.dayShortName
30 June Jun Saturday $retDate.dayShortName
01 July Jul Sunday $retDate.dayShortName
02 July Jul Monday $retDate.dayShortName
03 July Jul Tuesday $retDate.dayShortName
30 May May Wednesday $outDate.dayShortName
31 May May Thursday $outDate.dayShortName
01 June Jun Friday $outDate.dayShortName
02 June Jun Saturday $outDate.dayShortName
$208 $208 $206
03 June Jun Sunday $outDate.dayShortName
$218 $217
04 June Jun Monday $outDate.dayShortName
$248 $248 $246
05 June Jun Tuesday $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
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • American Airlines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Sep 12, 2018
Spirit Airlines direct
return: Sep 19, 2018
Spirit Airlines direct
JetBlue
outbound: Jun 16, 2018
JetBlue 1 stop
return: Jun 19, 2018
JetBlue 1 stop
Frontier Airlines
outbound: Jul 11, 2018
Frontier Airlines direct
return: Jul 18, 2018
Frontier Airlines direct
United Airlines
outbound: Jun 16, 2018
United Airlines direct
return: Jun 19, 2018
Frontier Airlines direct
American Airlines
outbound: Jun 16, 2018
American Airlines 1 stop
return: Jun 19, 2018
American Airlines direct

Travel tips for flights Orlando - Chicago

Average flight duration: 3h07m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 27, 2018 6:51 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 84ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • May 27, 2018 7:51 AM, GMT-4
  • Weather:
  • min. 65ºF, max. 79ºF