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

Find cheap airline tickets from Orlando to Chicago by date

  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • price
  • month of departure
  • month of return
$160
Spirit Airlines outward: Oct 27, 2019
8:30p MCO » 2:49a ORD
Spirit Airlines 1 stop (6h19m)
Spirit Airlines inbound: Nov 4, 2019
11:22p ORD » 5:56a MCO
Spirit Airlines 1 stop (6h34m)
$162
Allegiant Air outward: Oct 27, 2019
11:00a SFB » 1:40p RFD
Allegiant Air direct (2h40m)
Frontier Airlines inbound: Nov 4, 2019
3:00p ORD » 5:52p MCO
Frontier Airlines direct (2h52m)
$201
Spirit Airlines outward: Nov 23, 2019
2:55a MCO » 5:56a ORD
Spirit Airlines direct (3h01m)
Allegiant Air inbound: Nov 25, 2019
12:00a RFD » 2:25a SFB
Allegiant Air direct (2h25m)
$214
Spirit Airlines outward: Jan 3, 2020
12:08p MCO » 3:07p ORD
Spirit Airlines direct (2h59m)
Spirit Airlines inbound: Jan 5, 2020
11:20p ORD » 2:09a MCO
Spirit Airlines direct (2h49m)
$216
Spirit Airlines outward: Nov 23, 2019
2:55a MCO » 5:56a ORD
Spirit Airlines direct (3h01m)
Spirit Airlines inbound: Nov 24, 2019
11:14p ORD » 2:02a MCO
Spirit Airlines direct (2h48m)
$234
Spirit Airlines outward: Jan 3, 2020
12:08p MCO » 3:07p ORD
Spirit Airlines direct (2h59m)
Spirit Airlines inbound: Jan 5, 2020
6:07p ORD » 8:55p MCO
Spirit Airlines direct (2h48m)
$235
Frontier Airlines outward: Nov 22, 2019
11:39p MCO » 2:52a ORD
Frontier Airlines direct (3h13m)
Frontier Airlines inbound: Nov 24, 2019
3:16p ORD » 6:08p MCO
Frontier Airlines direct (2h52m)
$288
Spirit Airlines outward: Nov 29, 2019
12:00p MCO » 3:01p ORD
Spirit Airlines direct (3h01m)
Spirit Airlines inbound: Dec 23, 2019
11:20p ORD » 2:09a MCO
Spirit Airlines direct (2h49m)
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: 2h53m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 18, 2019 9:01 AM, GMT-5
  • Weather:
  • min. 49ºF, max. 59ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Oct 18, 2019 10:01 AM, GMT-4
  • Weather:
  • min. 71ºF, max. 82ºF