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

Find cheap airline tickets from Chicago to Orlando by date

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$103
outward: Aug 20, 2018
2:00a MDW » 4:30a MCO
Southwest Airlines direct (2h30m)
inbound: Aug 25, 2018
4:00a MCO » 6:40a MDW
Southwest Airlines direct (2h40m)
$103
outward: Jul 27, 2018
10:10p MDW » 12:50a MCO
Southwest Airlines direct (2h40m)
inbound: Aug 1, 2018
5:15a MCO » 7:45a MDW
Southwest Airlines direct (2h30m)
$117
outward: Jun 9, 2018
11:30p ORD » 2:12a TPA
Spirit Airlines direct (2h42m)
inbound: Jun 13, 2018
5:19p TPA » 8:17p ORD
Spirit Airlines direct (2h58m)
$119
outward: Aug 22, 2018
11:29p ORD » 2:11a TPA
Spirit Airlines direct (2h42m)
inbound: Aug 29, 2018
4:53p TPA » 7:47p ORD
Spirit Airlines direct (2h54m)
$119
outward: Jun 19, 2018
6:59p ORD » 9:39p TPA
Spirit Airlines direct (2h40m)
inbound: Jun 26, 2018
10:30p TPA » 1:26a ORD
Spirit Airlines direct (2h56m)
$123
outward: Jun 1, 2018
12:20a ORD » 3:17a MCO
Frontier Airlines direct (2h57m)
inbound: Jun 5, 2018
9:17p MCO » 6:09a ORD
Spirit Airlines 1 stop (8h52m)
$126
outward: Jun 6, 2018
1:13a ORD » 4:00a MCO
United Airlines direct (2h47m)
inbound: Jun 12, 2018
1:10p MCO » 4:01p ORD
United Airlines direct (2h51m)
$132
outward: Aug 20, 2018
2:00a MDW » 4:30a MCO
Southwest Airlines direct (2h30m)
inbound: Aug 25, 2018
4:00a MCO » 6:40a MDW
Southwest Airlines direct (2h40m)
$134
outward: May 28, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 4, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$134
outward: May 29, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 13, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$134
outward: May 31, 2018
11:26p ORD » 5:22a MCO
Spirit Airlines 1 stop (5h56m)
inbound: Jun 5, 2018
9:17p MCO » 6:09a ORD
Spirit Airlines 1 stop (8h52m)
$135
outward: May 30, 2018
11:26p ORD » 5:22a MCO
Spirit Airlines 1 stop (5h56m)
inbound: Jun 10, 2018
12:32a MCO » 3:31a ORD
Spirit Airlines direct (2h59m)
$135
outward: Jun 12, 2018
5:17p ORD » 7:57p MCO
Spirit Airlines direct (2h40m)
inbound: Jun 19, 2018
1:10p MCO » 4:01p ORD
United Airlines direct (2h51m)
$136
outward: Jun 5, 2018
11:26p ORD » 5:22a MCO
Spirit Airlines 1 stop (5h56m)
inbound: Jun 12, 2018
12:50p MCO » 3:35p MDW
Southwest Airlines direct (2h45m)
$137
outward: Jun 1, 2018
12:20a ORD » 3:17a MCO
Frontier Airlines direct (2h57m)
inbound: Jun 4, 2018
9:17p MCO » 6:09a ORD
Spirit Airlines 1 stop (8h52m)
$137
outward: Jun 4, 2018
11:26p ORD » 5:22a MCO
Spirit Airlines 1 stop (5h56m)
inbound: Jun 10, 2018
12:32a MCO » 3:31a ORD
Spirit Airlines direct (2h59m)
$137
outward: Jun 4, 2018
11:26p ORD » 5:22a MCO
Spirit Airlines 1 stop (5h56m)
inbound: Jun 10, 2018
12:32a MCO » 3:31a ORD
Spirit Airlines direct (2h59m)
$138
outward: Jun 1, 2018
12:20a ORD » 3:17a MCO
Frontier Airlines direct (2h57m)
inbound: Jun 6, 2018
3:15a MCO » 5:55a MDW
Southwest Airlines direct (2h40m)
$143
outward: Jun 2, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 11, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$148
outward: Jun 13, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 18, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$149
outward: Sep 16, 2018
4:26p ORD » 7:08p MCO
Spirit Airlines direct (2h42m)
inbound: Sep 25, 2018
1:15p MCO » 3:50p MDW
Southwest Airlines direct (2h35m)
$149
outward: Jul 25, 2018
4:40p ORD » 7:24p MCO
Spirit Airlines direct (2h44m)
inbound: Aug 2, 2018
5:15a MCO » 7:45a MDW
Southwest Airlines direct (2h30m)
$149
outward: Jun 14, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 19, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$149
outward: Jun 12, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 19, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$149
outward: Jun 27, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jul 3, 2018
4:15p MCO » 7:20p MKE
Frontier Airlines direct (3h05m)
$150
outward: Aug 2, 2018
8:20p MKE » 11:22p MCO
Frontier Airlines direct (3h02m)
inbound: Aug 7, 2018
4:15p MCO » 7:20p MKE
Frontier Airlines direct (3h05m)
$150
outward: Jun 2, 2018
1:13a ORD » 4:00a MCO
United Airlines direct (2h47m)
inbound: Jun 4, 2018
1:04p MCO » 4:00p ORD
United Airlines direct (2h56m)
$151
outward: May 28, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 4, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$151
outward: May 28, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 4, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
$151
outward: May 31, 2018
8:09p MKE » 10:57p MCO
Frontier Airlines direct (2h48m)
inbound: Jun 5, 2018
4:15p MCO » 7:09p MKE
Frontier Airlines direct (2h54m)
Return
Departure
10 June Jun Sunday $retDate.dayShortName
11 June Jun Monday $retDate.dayShortName
12 June Jun Tuesday $retDate.dayShortName
13 June Jun Wednesday $retDate.dayShortName
14 June Jun Thursday $retDate.dayShortName
15 June Jun Friday $retDate.dayShortName
16 June Jun Saturday $retDate.dayShortName
04 June Jun Monday $outDate.dayShortName
$137 $159
05 June Jun Tuesday $outDate.dayShortName
$177 $181 $136 $171 $170
06 June Jun Wednesday $outDate.dayShortName
$190 $178 $126 $170 $224 $310
07 June Jun Thursday $outDate.dayShortName
$179 $159 $166 $186 $150 $308
08 June Jun Friday $outDate.dayShortName
$241 $168 $191 $192 $224 $264 $292
09 June Jun Saturday $outDate.dayShortName
$211 $152 $117 $199 $329 $200
10 June Jun Sunday $outDate.dayShortName
$291 $179 $191 $177 $227 $321
Choose when you'd like to depart to Orlando (USA):
Find the cheapest Chicago Orlando flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Orlando with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Orlando New York - Orlando London - Orlando Miami - Orlando San Francisco - Orlando See more routes

Airlines operating flights from Chicago to Orlando

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 13, 2018
Spirit Airlines 1 stop
return: Jun 17, 2018
Spirit Airlines direct
Southwest Airlines
outbound: Aug 18, 2018
Southwest Airlines direct
return: Aug 23, 2018
Southwest Airlines direct
Frontier Airlines
outbound: Jun 11, 2018
Frontier Airlines direct
return: Jun 18, 2018
Spirit Airlines direct
United Airlines
outbound: Jun 11, 2018
United Airlines direct
return: Jun 18, 2018
United Airlines direct
American Airlines
outbound: Jun 30, 2018
American Airlines 1 stop
return: Jul 6, 2018
American Airlines direct
Delta Air Lines
outbound: Dec 29, 2018
Delta Air Lines 1 stop
return: Jan 5, 2019
Delta Air Lines 1 stop
Alaska Airlines
outbound: Jan 5, 2019
Alaska Airlines 1 stop
return: Jan 12, 2019
Alaska Airlines 2 stops

Travel tips for flights Chicago - Orlando

Information on Orlando
Route

Average flight duration: 2h57m (direct flight)

  • Arrival city:
  • Orlando, USA
  • Airport(s):
  • Orlando Executive Airport (ORL)
  • Orlando International Airport (MCO)
  • Sanford International Airport (SFB)
  • Local time:
  • May 23, 2018 4:15 PM, GMT-4
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 23, 2018 3:15 PM, GMT-5

Why travel by plane from Chicago to Orlando?

The route from Chicago to Orlando takes travelers across a number of states, with the journey stretching out for over 1,100 miles. Driving this distance takes well over 15 hours, while taking the bus or train means an even longer journey. Flying, on the other hand, is a quick 2h40m trip from city to city. Fly with airlines including Spirit, Southwest, United and American Airlines; there are a number of flights operating on a daily basis, meaning travelers are sure to find a flight time to suit their trip.

What is there to see and do in Orlando?

A popular, central Floridian city, Orlando is home to plenty of attractions such as Universal Orlando (where visitors can explore the iconic Wizarding World of Harry Potter), Epcot and – of course – Disney's Magic Kingdom. The Magic Kingdom isn't the only Disney attraction in the city: visitors can also check out Disney's Hollywood Studios and Disney's Typhoon Lagoon, among others. Aside from the city's plentiful theme parks, there are also art museums, botanic gardens, golf courses and great spas to enjoy.