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

Find cheap airline tickets from Orlando to Chicago by date

  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • price
  • month of departure
  • month of return
$95
Spirit Airlines outward: Sep 19, 2019
11:59p MCO » 3:07a ORD
Spirit Airlines direct (3h08m)
Spirit Airlines inbound: Sep 24, 2019
4:30p ORD » 7:22p MCO
Spirit Airlines direct (2h52m)
$107
Frontier Airlines outward: Aug 21, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$107
Frontier Airlines outward: Aug 22, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$107
Frontier Airlines outward: Sep 19, 2019
6:36p MCO » 9:47p ORD
Frontier Airlines direct (3h11m)
Frontier Airlines inbound: Sep 24, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$108
Frontier Airlines outward: Aug 21, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$108
Frontier Airlines outward: Sep 19, 2019
6:36p MCO » 9:47p ORD
Frontier Airlines direct (3h11m)
Frontier Airlines inbound: Sep 24, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$125
Spirit Airlines outward: Aug 21, 2019
9:30p MCO » 3:45a ORD
Spirit Airlines 1 stop (6h15m)
Spirit Airlines inbound: Aug 26, 2019
4:40p ORD » 7:29p MCO
Spirit Airlines direct (2h49m)
$134
Frontier Airlines outward: Aug 20, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Spirit Airlines inbound: Aug 23, 2019
4:40p ORD » 7:29p MCO
Spirit Airlines direct (2h49m)
$152
Frontier Airlines outward: Aug 20, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 23, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$152
Frontier Airlines outward: Aug 20, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 23, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$162
Frontier Airlines outward: Aug 21, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$165
Spirit Airlines outward: Aug 21, 2019
4:20p MCO » 3:48a ORD
Spirit Airlines 1 stop (11h28m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$176
American Airlines outward: Aug 22, 2019
1:00p MCO » 4:06p ORD
American Airlines direct (3h06m)
American Airlines inbound: Aug 27, 2019
2:09a ORD » 4:55a MCO
American Airlines direct (2h46m)
$188
Spirit Airlines outward: Oct 27, 2019
1:20p MCO » 4:35p ORD
Spirit Airlines 1 stop (27h15m)
Spirit Airlines inbound: Nov 4, 2019
4:27p ORD » 7:20p MCO
Spirit Airlines direct (2h53m)
$189
Frontier Airlines outward: Aug 21, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 26, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$192
Spirit Airlines outward: Oct 28, 2019
1:40a MCO » 4:35p ORD
Spirit Airlines 1 stop (14h55m)
Spirit Airlines inbound: Nov 4, 2019
4:27p ORD » 7:20p MCO
Spirit Airlines direct (2h53m)
$192
Spirit Airlines outward: Aug 20, 2019
9:30p MCO » 3:45a ORD
Spirit Airlines 1 stop (6h15m)
Spirit Airlines inbound: Aug 23, 2019
4:40p ORD » 7:29p MCO
Spirit Airlines direct (2h49m)
$193
Spirit Airlines outward: Oct 28, 2019
1:40a MCO » 4:35p ORD
Spirit Airlines 1 stop (14h55m)
Spirit Airlines inbound: Nov 4, 2019
4:27p ORD » 7:20p MCO
Spirit Airlines direct (2h53m)
$200
Spirit Airlines outward: Aug 21, 2019
12:05a MCO » 3:13a ORD
Spirit Airlines direct (3h08m)
Frontier Airlines inbound: Aug 23, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$207
Allegiant Air outward: Oct 27, 2019
11:00a SFB » 1:40p RFD
Allegiant Air direct (2h40m)
Frontier Airlines inbound: Nov 4, 2019
2:49p ORD » 5:37p MCO
Frontier Airlines direct (2h48m)
$207
Allegiant Air outward: Oct 27, 2019
11:00a SFB » 1:40p RFD
Allegiant Air direct (2h40m)
Frontier Airlines inbound: Nov 4, 2019
2:49p ORD » 5:37p MCO
Frontier Airlines direct (2h48m)
$209
Frontier Airlines outward: Aug 20, 2019
6:33p MCO » 9:48p ORD
Frontier Airlines direct (3h15m)
Frontier Airlines inbound: Aug 23, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
$212
Sun Country outward: Oct 27, 2019
1:30p MCO » 10:25p ORD
Sun Country 1 stop (8h55m)
Frontier Airlines inbound: Nov 4, 2019
2:49p ORD » 5:37p MCO
Frontier Airlines direct (2h48m)
$248
Spirit Airlines outward: Aug 21, 2019
12:05a MCO » 3:13a ORD
Spirit Airlines direct (3h08m)
Frontier Airlines inbound: Aug 23, 2019
2:49p ORD » 5:33p MCO
Frontier Airlines direct (2h44m)
Return
Departure
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:

Airlines operating flights from Orlando to Chicago

Sorry! We haven't found any airline tickets from Orlando to Chicago. Try launching another search above.

Travel tips for flights Orlando - Chicago

Average flight duration: 2h58m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 19, 2019 9:21 AM, GMT-5
  • Weather:
  • min. 73ºF, max. 82ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Aug 19, 2019 10:21 AM, GMT-4
  • Weather:
  • min. 80ºF, max. 94ºF