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Cheap Flights from Chicago to Key West $277.6

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Cheapest Flights from Chicago to Key West (ORD to EYW)

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

Interesting Facts About Flights from Chicago to Key West (ORD to EYW)

Question : What is the shortest flight from ORD to EYW?
Answer : United Airlines currently holds the fastest travel time with three hours and 10 minutes. So, you would arrive in Key West at 2:50 PM EDT if you left Chicago at 10:40 AM CDT. Remember, there is a time change of one hour.

Question : Should you take that vacation to Key West in the next 30 days?
Answer : As of Mar 20th, the cheapest day to fly from Chicago to Key West is Apr 4th. Tickets are currently being sold for $296, which is 45% below the average price for this route.

Question : What price range should you expect when booking from Chicago (ORD) to Key West (EYW)?
Answer : Flight prices fluctuate less than the majority of routes in the United States for ORD to EYW. They vary from $292 to $1,106. Prices tend to be lower the further out you book.

Question : How long do most people visit Key West?
Answer : Of course you're not most people, but if you were, you'd stay roughly five days.

Question : Will you do what it takes to get the absolute cheapest flight?
Answer : The best day to fly on a budget this month is Tuesday. Being flexible with your travel days garners even more savings during booking.

Question : What are the chances this flight will be delayed?
Answer : Passengers are currently getting to their destination on schedule 75% of the time, which ranks in the bottom half of the world. When there is a delay, it averages over half an hour.

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. ORD to EYW currently has 2 stars out of 5, earning it one of the lower scores in the world.

Question : For ORD to EYW, how many departure times are there on a given day?
Answer : Each day is different, but on average, you can expect to see only one available departure time. You won't have as many options on this route as most other routes departing the United States.

Question : About how long is the flight from Chicago to Key West?
Answer : The average flight duration between ORD and EYW is three hours and 10 minutes.