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

Find cheap airline tickets from Orlando to Chicago by date

  • any
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • any
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • price
  • month of departure
  • month of return
$81
United Airlines outward: Dec 7, 2020
3:35p MCO » 6:35p ORD
United Airlines direct (3h)
United Airlines inbound: Dec 10, 2020
5:01p ORD » 7:39p MCO
United Airlines direct (2h38m)
$157
Unknown Company outward: Jan 5, 2021
1:45a MCO » 3:58p ORD
Unknown Company 1 stop (14h13m)
United Airlines inbound: Jan 7, 2021
5:01p ORD » 7:39p MCO
United Airlines direct (2h38m)
$167
United Airlines outward: Dec 28, 2020
2:30p MCO » 5:29p ORD
United Airlines direct (2h59m)
Delta Air Lines inbound: Jan 2, 2021
1:34a ORD » 6:12a MCO
Delta Air Lines 1 stop (4h38m)
Return
Departure
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:

Airlines operating flights from Orlando to Chicago

  • any
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • all
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Dec 7, 2020
Spirit Airlines direct
return: Dec 10, 2020
Spirit Airlines direct
United Airlines
outbound: Dec 7, 2020
United Airlines direct
return: Dec 10, 2020
United Airlines direct
Frontier Airlines
outbound: Dec 7, 2020
Frontier Airlines direct
return: Dec 10, 2020
Frontier Airlines direct

Travel tips for flights Orlando - Chicago

Average flight duration: 2h49m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 12, 2020 5:43 PM, GMT-5
  • Weather:
  • min. 71ºF, max. 80ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Jul 12, 2020 6:43 PM, GMT-4
  • Weather:
  • min. 80ºF, max. 96ºF