Cheap Flights from Orlando International Airport to Chicago (MDW) Find and Compare the Best Airline Deals | Skyticket

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2025/6
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2025/6
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Total Fares（Round-Trip/Economy）: USD /Per Person

* Displayed fare(s) may differ from the actual search result

Orlando－Chicago Midway Airport
June Lowest Airfares
USD237

The airfare displayed above is for Delta Air Lines

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Orlando－Chicago Midway Airport
July Lowest Airfares
USD208

The airfare displayed above is for Delta Air Lines

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Orlando－Chicago Midway Airport
August Lowest Airfares
USD187

The airfare displayed above is for Delta Air Lines

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Orlando－Chicago Midway Airport
September Lowest Airfares -----
Orlando－Chicago Midway Airport
October Lowest Airfares
USD430

The airfare displayed above is for Delta Air Lines

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Orlando－Chicago
Estimated Flight Time
3 Hours 31 Minutes
Orlando－Chicago
Number of Operating Airlines
1

Operating Airlines for Orlando－Chicago Midway Airport Route
Delta Air Lines

Other Destinations from:Orlando

Orlando－Chicago(O'Hare)
USD187〜
Orlando－Dallas(/Fort Worth)
USD198〜
Orlando－Dallas(Love Field)
USD203〜
Orlando－San Diego(SAN)
USD258〜
Orlando－Atlanta(Hartsfield-Jackson)
USD134〜
Orlando－Houston(George Bush Intercontinental)
USD200〜
Orlando－Houston(William P. Hobby)
USD218〜
Orlando－Salt Lake City(SLC)
USD296〜
Orlando－Miami(MIA)
USD98〜
* Fares vary in accordance to seat availability
Other Departures to: Chicago

Seattle-Tacoma Airport－Chicago(Midway)
USD418〜
Logan Airport－Chicago(Midway)
USD246〜
Washington Dulles Airport－Chicago(Midway)
USD188〜
Baltimore-Washington Airport－Chicago(Midway)
USD189〜
Ronald Reagan Washington National Airport－Chicago(Midway)
USD205〜
* Fares vary in accordance to seat availability