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 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • any
  • August 2020
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  • price
  • month of departure
  • month of return
$43
Spirit Airlines outward: Aug 24, 2020
10:59p MCO » 2:04a ORD
Spirit Airlines direct (3h05m)
Spirit Airlines inbound: Aug 27, 2020
1:15a ORD » 4:07a MCO
Spirit Airlines direct (2h52m)
$47
Spirit Airlines outward: Aug 24, 2020
10:59p MCO » 2:04a ORD
Spirit Airlines direct (3h05m)
Frontier Airlines inbound: Aug 28, 2020
3:01a ORD » 5:44a MCO
Frontier Airlines direct (2h43m)
$51
Spirit Airlines outward: Aug 27, 2020
10:59p MCO » 2:04a ORD
Spirit Airlines direct (3h05m)
Spirit Airlines inbound: Aug 30, 2020
1:15a ORD » 4:07a MCO
Spirit Airlines direct (2h52m)
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
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • all
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
Spirit Airlines
outbound: Aug 24, 2020
Spirit Airlines direct
return: Aug 26, 2020
Spirit Airlines direct
JetBlue
outbound: Aug 27, 2020
JetBlue 1 stop
return: Aug 29, 2020
JetBlue 1 stop
Frontier Airlines
outbound: Aug 24, 2020
Frontier Airlines direct
return: Aug 26, 2020
Spirit Airlines direct

Travel tips for flights Orlando - Chicago

Average flight duration: 2h57m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 14, 2020 1:04 AM, GMT-5
  • Weather:
  • min. 74ºF, max. 83ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Aug 14, 2020 2:04 AM, GMT-4
  • Weather:
  • min. 79ºF, max. 95ºF