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Cheap Flights from Orlando to Chicago (ORL - MDW)

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.
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Best fares from ORL to MDW (Found by others)

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KAYAK searches hundreds of sites to find the best rate for your next flight from Orlando to Chicago. Get the best flight deal for your Chicago trip!
Here's how it works. Search KAYAK for a flight ticket from Orlando to Chicago. Sort, filter and compare results on one web page. Then book your plane ticket directly on the airline or travel agent site of your choice!
Select an airline:  AirTran
Direct flights ORL - MDW on AirTran
Flight No. Departure MCO Arrival MDW Sun Mon Tue Wed Thu Fri Sat Valid between
230 09:05 10:50 9 Sep - 1 Nov
145 15:36 17:21 9 Sep - 31 Oct
143 20:40 22:25 9 Sep - 30 Oct