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

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Airfares from $295 One Way, $269 Round Trip from Des Moines to Key West

Prices starting at $269 for return flights and $295 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.

Thu, Nov 6 - Thu, Nov 20
DSM
Des Moines
EYW
Key West
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Nov 6 from Des Moines to Key West, returning Thu, Nov 20, priced at $269 found 2 days ago
Tue, Jan 6 - Wed, Jan 14
DSM
Des Moines
EYW
Key West
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Jan 6 from Des Moines to Key West, returning Wed, Jan 14, priced at $269 found 4 days ago
Tue, Oct 7 - Tue, Oct 14
DSM
Des Moines
EYW
Key West
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 7 from Des Moines to Key West, returning Tue, Oct 14, priced at $274 found 1 day ago
Thu, Nov 27 - Tue, Dec 9
DSM
Des Moines
EYW
Key West
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Nov 27 from Des Moines to Key West, returning Tue, Dec 9, priced at $274 found 2 days ago
Mon, Oct 6 - Tue, Oct 14
DSM
Des Moines
EYW
Key West
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 6 from Des Moines to Key West, returning Tue, Oct 14, priced at $279 found 1 day ago

Key West economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.6/10 Exceptional! (1,029 reviews)

Oct 28 - Nov 1

4 night stay

Des Moines (DSM) to Key West (EYW)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,042, price is now $661 per person
$661
per person
found 11 hours ago
Such a nice property

Reviewed on Jun 3, 2025

Hyatt Vacation Club at Beach House, Key West
3.5-star property

Hyatt Vacation Club at Beach House, Key West

9.4/10 Exceptional! (1,025 reviews)

Oct 28 - Nov 1

4 night stay

Des Moines (DSM) to Key West (EYW)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $956, price is now $675 per person
$675
per person
found 11 hours ago
The property was truly amazing. We.rented a 2 bedroom villa and it was comfortable and very well decorated and equipped. The only complaint would be the " complimentary breakfast" needs to be better. It was only a selection of cruisants with water and orange juice. For the price spent, please add eggs, meat and coffee at least. Other than that, it was very nice

Reviewed on Sep 7, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

9.4/10 Exceptional! (369 reviews)

Oct 8 - Oct 12

4 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 $2,010, price is now $1,501 per person
$1,501
per person
found 1 day ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

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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

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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.