Cheap Flights from Chicago (MDW) to Key West (EYW)

Popular airlines from Chicago Midway Airport (MDW) to Key West Intl. Airport (EYW)

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Cheap Flights from Chicago to Key West (MDW-EYW)

Prices were available within the past 7 days and start at for one-way flights and ￥103,210 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Nov 6 - Tue, Nov 11
MDW
Chicago
EYW
Key West
￥103,210 Roundtrip, found 10 hours ago
￥103,210
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Key West, returning Tue, Nov 11, priced at ￥103,210 found 10 hours ago
Delta
Thu, Nov 6 - Tue, Nov 11
MDW
Chicago
EYW
Key West
￥115,030 Roundtrip, found 10 hours ago
￥115,030
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Key West, returning Tue, Nov 11, priced at ￥115,030 found 10 hours ago
Delta
Thu, Nov 6 - Tue, Nov 11
MDW
Chicago
EYW
Key West
￥126,860 Roundtrip, found 10 hours ago
￥126,860
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Key West, returning Tue, Nov 11, priced at ￥126,860 found 10 hours ago
Delta
Thu, Nov 6 - Tue, Nov 11
MDW
Chicago
EYW
Key West
￥140,190 Roundtrip, found 10 hours ago
￥140,190
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Key West, returning Tue, Nov 11, priced at ￥140,190 found 10 hours ago
Delta
Thu, Nov 6 - Tue, Nov 11
MDW
Chicago
EYW
Key West
￥152,010 Roundtrip, found 10 hours ago
￥152,010
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Nov 6 from Chicago to Key West, returning Tue, Nov 11, priced at ￥152,010 found 10 hours ago

Find the cheapest month to fly from Chicago (MDW) to Key West (EYW)

September is typically the cheapest month to fly

From ￥36,739 - ￥100,936 per traveler.

Frequently asked questions

How much is a flight from Chicago Airport to EYW?
The lowest price advertised for a round-trip flight between Midway Airport and Key West Intl. Airport is ￥103,210. But you better act fast. This price is taken from fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to Key West Intl. Airport?
The majority of flights can be canceled online, but whether you incur a fee all comes down to your airline. If you do have to cancel your getaway, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Chicago Airport to Key West Intl. Airport that have flexible change policies?
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 Midway Airport to Key West Intl. Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Chicago Airport to Key West Intl. Airport?
The flight time from Midway Airport to Key West Intl. Airport (EYW) is about 3 hours and 46 minutes. Put your headphones on, listen to a gripping podcast and your journey will whiz by.
How far is the flight from Midway Intl. Airport (MDW) to Key West Intl. Airport?
The flying distance from Midway Intl. Airport (MDW) to Key West Intl. Airport is 2,000 kilometers. Sneak in a nap or bury your nose in a book and the journey will zip by.
Which airlines fly direct from Midway Airport to EYW?
Flying nonstop between Midway Intl. Airport (MDW) and EYW isn't possible right now. However, you'll still be able to book a flight to Key West with at least one stop.
Are Chicago Airport to Key West Intl. Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally nab a bargain, with some super cheap fares from Midway Intl. Airport (MDW) to EYW showing up a few weeks before the departure date. If you'd rather plan ahead, Expedia compares and updates the best flight deals continually — as early as 12 months in advance in some cases. It does depend on the carrier though, as not all airlines advertise prices so far in advance.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Key West Intl.
Roundtrip price
￥103,210
Distance
1982 km

Book with confidence

Book with confidence

Chicago to Key West Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Key West.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to EYW flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to EYW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Chicago to Key West Flights

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