It’s generally more expensive to depart on a Tuesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.
To save on the cost of your flight from Disney World to Chicago Midway, book at least 37 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $177 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $177.
|Morning 6 AM to noon||56% of ORL to MDW departures|
|Afternoon Noon to 6 PM||33% of ORL to MDW departures|
|Evening 6 PM to midnight||10% of ORL to MDW departures|
|Early morning Midnight to 6 AM||1% of ORL to MDW departures|