SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

Cheap Flights from Chicago to Orlando (MDW - ORL)

DepartReturn
1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
Choose Sites to Compare vs. KAYAK

Best fares from MDW to ORL (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $336 2 $336 3 $345 4 $367
5 $339 6 $301 7 $301 8 $312 9 $369 10 $468 11 $420
12 $339 13 $312 14 $287 15 $275 16 $339 17 $325 18 $273
19 $322 20 $286 21 $268 22 $309 23 $309 24 $286 25 $273
26 $309 27 $278 28 $265 29 $268 30 $295 31 $301  
KAYAK searches hundreds of sites to find the best rate for your next flight from Chicago to Orlando. Get the best flight deal for your Orlando trip!
Here's how it works. Search KAYAK for a flight ticket from Chicago to Orlando. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Select an airline:  AirTran
Direct flights MDW to ORL on AirTran
Flight # Depart MDW Arrive MCO Sun Mon Tue Wed Thu Fri Sat Valid Between
144 6:25 am 9:55 am Sep 18 - Sep 29
144 6:30 am 10:00 am Sep 30 - Nov 1
231 11:35 am 3:05 pm Sep 30 - Nov 1
231 11:35 am 3:05 pm Sep 18 - Sep 29
3339 1:30 pm 5:10 pm Oct 18 - Oct 18
146 6:10 pm 9:40 pm Sep 30 - Oct 30
146 6:10 pm 9:40 pm Sep 18 - Sep 29