S$381 Cheap Flights from Chicago to Key West

The lowest price advertised for a round-trip flight from Midway Airport to Key West Intl. Airport (EYW) is S$426. But you better move fast. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MDW to Key West Intl. Airport flights, you'll see a "no change fees" filter for you to select.

The flying distance between Midway Airport and Key West Intl. Airport (EYW) is 2,000 kilometres. Work your way through your travel song playlist or make a start on the latest bestseller and the journey will whiz by.

Right now, no airlines offer flights directly from Midway Intl. Airport (MDW) to Key West Intl. Airport (EYW). You'll need to book a flight with at least one stop. To get the best connections and price, lock in your fare ahead of time.

It is possible to get amazing last-minute deals from MDW to Key West Intl. Airport, but it's also possible to miss out entirely! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest easy knowing you're always getting the latest offers.