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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
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$96
outward: Dec 14, 2018
4:45p LGA » 11:36p MSP
JetBlue 1 stop (6h51m)
inbound: Dec 17, 2018
1:00p MSP » 6:28p EWR
JetBlue 1 stop (5h28m)
Verify
20 days ago
$98
outward: Sep 27, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 2, 2018
12:50a ORD » 3:31a MCO
United Airlines direct (2h41m)
Verify
19 days ago
$98
outward: Sep 27, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 2, 2018
12:50a ORD » 3:31a MCO
United Airlines direct (2h41m)
Verify
18 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
20 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
19 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
21 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
18 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
23 days ago
$107
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
24 days ago
$109
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
22 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
17 days ago
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
Verify
28 days ago
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
Verify
27 days ago
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
Verify
27 days ago
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
Verify
26 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
28 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
27 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
26 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
16 days ago
$110
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
11:30p ORD » 2:23a MCO
Frontier Airlines direct (2h53m)
Verify
25 days ago
$110
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
25 days ago
$110
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
22 days ago
$111
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
17 days ago
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
23 days ago
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
23 days ago
$112
outward: Oct 4, 2018
12:09a MCO » 3:19a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 17, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
26 days ago
$112
outward: Oct 4, 2018
1:05p MCO » 3:54p ORD
United Airlines direct (2h49m)
inbound: Oct 7, 2018
12:32a ORD » 3:13a MCO
United Airlines direct (2h41m)
Verify
22 days ago
$112
outward: Sep 28, 2018
12:14a MCO » 3:24a ORD
Frontier Airlines direct (3h10m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
24 days ago
$113
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
21 days ago
$113
outward: Sep 27, 2018
11:59p MCO » 3:03a ORD
Spirit Airlines direct (3h04m)
inbound: Oct 1, 2018
4:24p ORD » 7:08p MCO
Spirit Airlines direct (2h44m)
Verify
18 days ago
Return
Departure
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$546 $546 $476 $431 $431 $476 $546
14 March Mar Thursday $outDate.dayShortName
$591 $307 $273 $262 $262 $370 $591
15 March Mar Friday $outDate.dayShortName
$661 $661 $591 $546 $546 $591 $661
16 March Mar Saturday $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
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Alaska Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 5, 2018
Spirit Airlines direct
return: Oct 9, 2018
Spirit Airlines direct
$168 Verify
8 days ago
JetBlue
outbound: Mar 14, 2019
JetBlue 1 stop
return: Mar 19, 2019
JetBlue 1 stop
$427 Verify
24 days ago
Frontier Airlines
outbound: Sep 27, 2018
Frontier Airlines direct
return: Oct 1, 2018
Spirit Airlines direct
$112 Verify
23 days ago
United Airlines
outbound: Oct 4, 2018
United Airlines direct
return: Oct 6, 2018
United Airlines direct
$113 Verify
21 days ago
Delta Air Lines
outbound: Mar 14, 2019
Delta Air Lines 1 stop
return: Mar 20, 2019
Delta Air Lines 1 stop
$262 Verify
24 days ago
Alaska Airlines
outbound: Oct 15, 2018
Alaska Airlines 1 stop
return: Oct 22, 2018
Frontier Airlines direct
$399 Verify
23 days ago
Airline tickets Orlando - Chicago found in the last 30 days.

Travel tips for flights Orlando - Chicago

Average flight duration: 2h50m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 21, 2018 6:41 PM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF
  • Departure city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • Sep 21, 2018 7:41 PM, GMT-4
  • Weather:
  • min. 75ºF, max. 86ºF