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Cheap MDW to EYW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$133.00

Cheap MDW to EYW Flights

Question : Are you paying the cheapest or highest price for your ticket to Key West?
Answer : Prices for this trip tend to change less than other flights in the United States. They can vary from $395 to $1,046. Prices tend to be lower the further out you book.

Question : What are the chances this flight will be delayed?
Answer : The Chicago to Key West route has been excellent at getting passengers to their destination on time, with a 100% on-time rate. If a flight is late, though, expect an average of two minutes added to your flight time.

Question : Do travelers from Chicago typically stay in Key West for very long?
Answer : The average time spent in Key West by travelers from Chicago is one week.

Question : What's the likelihood of you being delayed on this route?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. MDW to EYW currently has 4 stars out of 5, earning it one of the best performances in the world. You can fly worry-free on this route.

Question : In the next four weeks, what day should you book your trip?
Answer : As of Jan 15th, the best day for deals to Key West (EYW) is Feb 13th. It costs $395, which is 36% below this route's average price.

Question : What is the cheapest round-trip ticket you can get to Key West?
Answer : Delta Air Lines is the leader in keeping costs down for their passengers over the next three months. Fares are being booked at just $395 and, when compared to the high-end bookings of $1,046, it's quite a deal.

Question : Can you cut down on flight costs by changing the day of the week you travel to Key West?
Answer : The best day to fly on a budget this month is Friday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

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 Key West 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.