$105 Cheap Flights from Washington (IAD) to Key West (EYW)

View $105 flight on Sat, May 31, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Washington to Key West (IAD-EYW)

Prices were available within the past 7 days and start at $105 for one-way flights and $217 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, May 25 - Wed, May 28
IAD
Washington
EYW
Key West
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, May 25 from Washington to Key West, returning Wed, May 28, priced at $217 found 4 days ago
Delta
Sun, May 25 - Thu, May 29
IAD
Washington
EYW
Key West
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, May 25 from Washington to Key West, returning Thu, May 29, priced at $229 found 1 day ago
United
Tue, Jul 1 - Fri, Jul 4
IAD
Washington
EYW
Key West
$230 Roundtrip, found 20 hours ago
$230
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Jul 1 from Washington to Key West, returning Fri, Jul 4, priced at $230 found 20 hours ago
Delta
Sat, May 31 - Tue, Jun 3
IAD
Washington
EYW
Key West
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 31 from Washington to Key West, returning Tue, Jun 3, priced at $234 found 1 day ago
Delta
Tue, Jul 1 - Thu, Jul 17
IAD
Washington
EYW
Key West
$239 Roundtrip, found 2 hours ago
$239
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 1 from Washington to Key West, returning Thu, Jul 17, priced at $239 found 2 hours ago
Delta
Sun, Aug 31 - Sat, Sep 6
IAD
Washington
EYW
Key West
$243 Roundtrip, found 5 hours ago
$243
Roundtrip
found 5 hours ago
Select Delta flight, departing Sun, Aug 31 from Washington to Key West, returning Sat, Sep 6, priced at $243 found 5 hours ago
Delta
Sat, May 31 - Thu, Jun 26
IAD
Washington
EYW
Key West
$254 Roundtrip, just found
$254
Roundtrip
just found
Select Delta flight, departing Sat, May 31 from Washington to Key West, returning Thu, Jun 26, priced at $254 just found
Delta
Sat, May 31 - Wed, Jun 4
IAD
Washington
EYW
Key West
$258 Roundtrip, found 5 hours ago
$258
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, May 31 from Washington to Key West, returning Wed, Jun 4, priced at $258 found 5 hours ago
American Airlines
Sun, May 25 - Thu, May 29
IAD
Washington
EYW
Key West
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 25 from Washington to Key West, returning Thu, May 29, priced at $263 found 1 day ago
Delta
Mon, Jun 30 - Thu, Jul 17
IAD
Washington
EYW
Key West
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Jun 30 from Washington to Key West, returning Thu, Jul 17, priced at $269 found 2 hours ago
Flights from Washington (IAD) to Key West (EYW)
Origin airport
Washington Dulles Intl.
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$216
Distance
1026 mi

Washington to Key West Flights

The cheapest times to fly from Washington to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Washington to Key West are during the month of May. You can find some of the cheapest flights from Washington to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Washington to Key West

Sunday is one of the best days to book for cheap flights from Washington to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Washington to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Washington to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $105 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Washington to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Washington to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from IAD to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from IAD to EYW?
The cheapest flights from IAD to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
Take a direct flight with United Airlines and fly straight from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW).
What is the cheapest airline that flies from IAD to EYW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from IAD to EYW. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
On average, there is just 1 nonstop flight taking off from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW) each day. If this doesn’t fit your travel plans, check out flights with layovers. Just customize your search on Expedia to include one or more stops to discover a better alternative.
What are the most popular departure times for flights from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
More passengers fly between IAD and EYW at 8 AM than at any other point in the day. Prefer a quieter experience? Pick a flight outside the busiest times and you could save on your fare as well.
What day of the week has the most flights from IAD to EYW?
If you fly on a Friday, you’ll get the greatest range of options for flights from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW).
What is the earliest flight from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
The first flight of the day departing from Washington Dulles Intl. Airport (IAD) is at around 8:25AM UTC-5. Catch this flight and you’ll arrive at Key West Intl. Airport (EYW) at approximately 11:39AM UTC-5. The total time in the air is 3h 14m.
How long does it take to fly from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
The average flight time from IAD to EYW is 3 hours and 14 minutes, covering a total distance of 1,050 mi.
What is the best time to fly from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
To touch down at Key West Intl. Airport (EYW) on schedule, opt for a flight that takes off from Washington Dulles Intl. Airport (IAD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Key West from Washington Dulles Intl. Airport (IAD)?
If you’re on a direct flight from Washington Dulles Intl. Airport (IAD) to Key West, Key West Intl. Airport (EYW) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW) last-minute?
Last-minute bookings from IAD to EYW are generally more expensive. To secure the best rates, start searching for flights as early as possible. That being said, if you can play around with your travel dates, you may score a cheap fare right before you leave.
Is it cheaper to book an IAD to EYW flight and hotel package?
You’ll typically save money by booking an IAD to EYW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage everything in one convenient place. Once you’ve selected your ideal accommodations and flights, consider other add-ons like car rentals, tours and activities.
Can I cancel or change the date of my flight from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW)?
If you reserved your IAD to EYW flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

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*Available to One Key members.