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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)
Verify
16 days ago
$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)
Verify
4 days ago
$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)
Verify
12 days ago
$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)
Verify
11 days ago
$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)
Verify
10 days ago
$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)
Verify
19 days ago
$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)
Verify
24 days ago
$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)
Verify
4 days ago
$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)
Verify
23 days ago
$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)
Verify
10 days ago
$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)
Verify
11 days ago
$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)
Verify
10 days ago
$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)
Verify
19 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
19 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
12 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
24 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
12 days ago
Return
Departure
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$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
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Chicago (USA):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
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
$161 Verify
4 days ago
JetBlue
outbound: Jun 16, 2018
JetBlue 1 stop
return: Jun 19, 2018
JetBlue 1 stop
$361 Verify
24 days ago
Frontier Airlines
outbound: Jul 11, 2018
Frontier Airlines direct
return: Jul 18, 2018
Frontier Airlines direct
$182 Verify
10 days ago
United Airlines
outbound: Jun 16, 2018
United Airlines direct
return: Jun 19, 2018
Frontier Airlines direct
$268 Verify
24 days ago
American Airlines
outbound: Jun 16, 2018
American Airlines 1 stop
return: Jun 19, 2018
American Airlines direct
$333 Verify
24 days ago
Airline tickets Orlando - Chicago found in the last 30 days.

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