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Selected fares from Key West to Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Route Information for Flights from Key West to Chicago
| Origin Airport IATA Code | EYW |
|---|---|
| Destination Airport IATA Code | CHI |
| Distance | 1,988 km |
Key West (EYW) to Chicago (CHI)
Are you flying to Chicago for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're in the right spot to score a killer deal on your upcoming flight from Key West. Whether you label yourself an airline aficionado or you're new to the jet-setting scene, read below to score the best deal on your next flight.
How do I get the best price on my flight fromKey West to Chicago?
Hotwire has been doing this for years, which means getting that great deal on a Chicago flight is easy-peasy. You'll make spending less look so very good with a few simple tips and tricks.
Which days of the week are cheapest to fly?
With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:
- Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. Most people opt to depart at the beginning or end of the week.
- Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
- Monday through Thursday—If you're flying internationally, deals are often available when departing these days.
What's the Saturday night stay rule?
Spending the weekend at your destination, like Chicago, usually means lower airfare since most people fly during this time. We're all for that!
Why travel during the off-peak season?
Off-peak and shoulder seasons are when most vacationers aren't going to certain locations. So when it is cold, most people head to warmer places like the Caribbean, Mexico, Hawaii, etc., just like our feathered friends. But during the summer, you'll find that Europe gets busy. If you want to save and avoid the crowds, travel when everyone else isn't.
If the price is right, pick it!
Airlines change their rates by the hour sometimes. If a price you want pops up, then grab it! You're not the only traveler longing for a superb rate on a ticket from Key West to Chicago. You might miss out on your opportunity to get the flight and the schedule you like.
Are there any other ways to save on my flight to Chicago?
We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. You can get one of the best rates on your ticket to Chicago from Key West. You won't know the time and airline until after you book, but it is a risk where you can reap the rewards.
Book your flight today
Use our guide before you reserve your upcoming flight from Key West to Chicago. You may have enough money back in your wallet to add something that makes this holiday extra exciting ... or you can pocket the savings and put it toward your next trip out of Key West.
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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.