$295 Cheap Flights from Des Moines (DSM) to Key West (EYW)

View $295 flight on Sun, Dec 14, 2025Opens in a new window

Popular airlines from Des Moines International Airport (DSM) to Key West Intl. Airport (EYW)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Des Moines to Key West (DSM-EYW)

Prices were available within the past 7 days and start at $295 for one-way flights and $269 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Dec 2 - Tue, Dec 9
DSM
Des Moines
EYW
Key West
$269 Roundtrip, just found
$269
Roundtrip
just found
Select Delta flight, departing Tue, Dec 2 from Des Moines to Key West, returning Tue, Dec 9, priced at $269 just found
American Airlines
Sat, Oct 18 - Fri, Oct 24
DSM
Des Moines
EYW
Key West
$274 Roundtrip, found 1 hour ago
$274
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Oct 18 from Des Moines to Key West, returning Fri, Oct 24, priced at $274 found 1 hour ago
Delta
Mon, Oct 27 - Sat, Nov 1
DSM
Des Moines
EYW
Key West
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Oct 27 from Des Moines to Key West, returning Sat, Nov 1, priced at $279 found 2 days ago
United
Mon, Jun 1 - Sun, Jun 7
DSM
Des Moines
EYW
Key West
$290 Roundtrip, found 1 day ago
$290
Roundtrip
found 1 day ago
Select United flight, departing Mon, Jun 1 from Des Moines to Key West, returning Sun, Jun 7, priced at $290 found 1 day ago
Delta
Wed, Dec 3 - Tue, Dec 9
DSM
Des Moines
EYW
Key West
$294 Roundtrip, just found
$294
Roundtrip
just found
Select Delta flight, departing Wed, Dec 3 from Des Moines to Key West, returning Tue, Dec 9, priced at $294 just found
Delta
Wed, Oct 22 - Wed, Oct 29
DSM
Des Moines
EYW
Key West
$299 Roundtrip, found 2 hours ago
$299
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Oct 22 from Des Moines to Key West, returning Wed, Oct 29, priced at $299 found 2 hours ago
Delta
Thu, Oct 23 - Sat, Nov 1
DSM
Des Moines
EYW
Key West
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 23 from Des Moines to Key West, returning Sat, Nov 1, priced at $304 found 2 days ago
American Airlines
Tue, Dec 2 - Sat, Dec 6
DSM
Des Moines
EYW
Key West
$306 Roundtrip, just found
$306
Roundtrip
just found
Select American Airlines flight, departing Tue, Dec 2 from Des Moines to Key West, returning Sat, Dec 6, priced at $306 just found
American Airlines
Sat, Jan 17 - Sat, Jan 24
DSM
Des Moines
EYW
Key West
$311 Roundtrip, found 5 hours ago
$311
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jan 17 from Des Moines to Key West, returning Sat, Jan 24, priced at $311 found 5 hours ago
Delta
Mon, Oct 6 - Tue, Oct 14
DSM
Des Moines
EYW
Key West
$319 Roundtrip, just found
$319
Roundtrip
just found
Select Delta flight, departing Mon, Oct 6 from Des Moines to Key West, returning Tue, Oct 14, priced at $319 just found

Find the cheapest month to fly from Des Moines (DSM) to Key West (EYW)

May is typically the cheapest month to fly

From $263 - $633 per traveler.
Flights from Des Moines (DSM) to Key West (EYW)
Origin airport
Des Moines Intl.
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$268
Distance
1357 mi

Des Moines to Key West Flights

The cheapest times to fly from Des Moines 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 Des Moines to Key West are during the month of December. You can find some of the cheapest flights from Des Moines to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Des Moines to Key West

Sunday is one of the best days to book for cheap flights from Des Moines 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 Des Moines 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 Des Moines to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $295 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 Des Moines 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 Des Moines 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 Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW) cost?
Grab a cheap one-way flight from $295 or cheap return flight from $269 from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW)?
The cheapest month to fly from DSM to EYW is December, when demand is low. Off-peak season is typically when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest DSM to EYW flight.
How many flights per day from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW)?
There are no daily nonstop flights departing from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from DSM to EYW?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* But this can vary based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW)?
To touch down at Key West Intl. Airport (EYW) without delays, pick a flight that takes off from Des Moines Intl. Airport (DSM) 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.
Is it cheaper to buy a plane ticket from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW) last-minute?
Booking your plane ticket from DSM to EYW shortly before your trip is generally more expensive. But if you're flexible with your departure dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a DSM to EYW flight and hotel package?
Compared with arranging flights and hotels separately, booking a DSM to EYW flight and hotel package with Expedia could result in significant savings. Better yet, having everything in one convenient place will take the stress out of planning your trip. Simply pick your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Des Moines Intl. Airport (DSM) to Key West Intl. Airport (EYW)?
In most cases, you can cancel or modify your DSM to EYW flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you want further details, go to our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.