$300 Cheap flight deals from Des Moines (DSM) to Key West (EYW)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Airfares from $300 One Way, $272 Round Trip from Des Moines to Key West

Prices starting at $272 for return flights and $300 for one-way flights to Key West were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 3 - Thu, Nov 13
DSM
Des Moines
EYW
Key West
$272 Roundtrip, found 20 hours ago
$272
Roundtrip
found 20 hours ago
Select Delta flight, departing Mon, Nov 3 from Des Moines to Key West, returning Thu, Nov 13, priced at $272 found 20 hours ago
Sun, Nov 2 - Thu, Nov 13
DSM
Des Moines
EYW
Key West
$297 Roundtrip, found 20 hours ago
$297
Roundtrip
found 20 hours ago
Select Delta flight, departing Sun, Nov 2 from Des Moines to Key West, returning Thu, Nov 13, priced at $297 found 20 hours ago
Tue, Nov 4 - Wed, Nov 12
DSM
Des Moines
EYW
Key West
$310 Roundtrip, found 20 hours ago
$310
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Nov 4 from Des Moines to Key West, returning Wed, Nov 12, priced at $310 found 20 hours ago
Thu, Jan 8 - Mon, Jan 12
DSM
Des Moines
EYW
Key West
$325 Roundtrip, found 6 days ago
$325
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jan 8 from Des Moines to Key West, returning Mon, Jan 12, priced at $325 found 6 days ago
Mon, Nov 3 - Wed, Nov 12
DSM
Des Moines
EYW
Key West
$328 Roundtrip, found 20 hours ago
$328
Roundtrip
found 20 hours ago
Select Delta flight, departing Mon, Nov 3 from Des Moines to Key West, returning Wed, Nov 12, priced at $328 found 20 hours ago

Key West economy flight packages

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (791 reviews)

Oct 23 - Oct 25

2 night stay

Des Moines (DSM) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Des Moines (DSM)

American Airlines • Non-stop • Coach
Price was $1,769, price is now $1,166 per person
$1,166
per person
found 1 day ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Bishop Hotel Key West
4.0-star property

Bishop Hotel Key West

9.8/10 Exceptional! (230 reviews)

Oct 27 - Nov 3

7 night stay

Des Moines (DSM) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,946, price is now $1,243 per person
$1,243
per person
found 1 day ago
Nice hotel. We were on the 2nd floor and a little warm the AC was working overtime. We bought a fan to move the air around

Reviewed on May 14, 2025

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,017 reviews)

Oct 23 - Oct 25

2 night stay

Des Moines (DSM) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Des Moines (DSM)

American Airlines • Non-stop • Coach
Price was $2,035, price is now $1,309 per person
$1,309
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.

Reviewed on Jul 15, 2025

Don't see what you're looking for?
See all available trips from Des Moines to Key West
View all trips

More About Flying To Key West from Des Moines

Route Information for Flights from Des Moines to Key West

Origin Airport IATA Code
DSM
Destination Airport IATA Code
EYW
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Des Moines to Key West

The perfect trip begins with Orbitz. From booking your flights from Des Moines to Key West to finding the best hotels, Orbitz has got it covered.

Stress-free Searching

With an easy to use system, Orbitz takes the stress and expense out of travel. Not only does Orbitz match your Des Moines to Key West flights to your ideal hotel, the Display Matrix shows your deals and discounts, including free nights and other savings.

Be One Step Ahead

Need to know what is going on at the airport before you get there? With Orbitz’s free alerts service, you can quickly find out about any booking changes, or flight from Des Moines to Key West disruptions, saving you hours of wasted time. And if you are being picked up at the airport after your Des Moines to Key West flights, have alerts sent straight to your contact’s mobile phone or email.

Cutting-Edge Mobile Tools

Find the best price on flights from Des Moines to Key West with Orbitz’s mobile apps for iPhone and Android. Use m.orbitz.com on your mobile browser to check your gate, baggage allowance and delays, or find exclusive deals on hotels only available to mobile users.

We Work, you Rest and Play

Not only does booking with us ensure guaranteed low prices, but Orbitz does the hard work, leaving you to relax. Just tell us what you want, from Des Moines to Key West flights, to great deals on hotels and car rental, and activities and tours, and we will do all the rest.

Frequently asked questions

Am I able to catch a flight from Des Moines to Key West now?
If you're wondering about travel restrictions and quarantine requirements when catching a flight from Des Moines to Key West, check out our Covid-19 Travel Advisor.
What is the shortest flight from Des Moines to Key West?
From Des Moines, the wonderful sights and sounds of Key West are at least 3 hours and 40 minutes away. Lock in your favorite seat, or maybe even one with a little more legroom, and get to your destination in total comfort.
If I am not able to travel due to COVID-19, can I cancel my flight to Key West?
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Key West have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Key West with flexible change policies?
In most cases you'll have the option to reschedule your flight to Key West without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.