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Key West

$288+ Cheap flights from South Dakota to Key West (EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — EYW
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from South Dakota to Key West

Keep the following information in mind while searching for South Dakota to Key West flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$294
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$402
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Key West flight deals.
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Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Key West flights.
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From South Dakota to Key West
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Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from South Dakota to Key West

Cheapest flights from South Dakota to Key West
Explore the most affordable flight options available from South Dakota to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:46 pmFSD - EYW
2 stops8h 11mAmerican Airlines
Wed 5/62:29 pmEYW - FSD
1 stop8h 34mAmerican Airlines
Deal found 1/6$288
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:14 pmFSD - EYW
2 stops9h 08mAmerican Airlines
Wed 3/41:55 pmEYW - FSD
2 stops10h 08mAmerican Airlines
Deal found 1/6$294
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3012:26 pmFSD - EYW
2 stops10h 30mAmerican Airlines
Fri 2/62:43 pmEYW - FSD
1 stop8h 21mAmerican Airlines
Deal found 1/6$314
This Kiwi.com deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/226:02 pmFSD - EYW
1 stop17h 24mMultiple Airlines
Sun 1/2510:27 pmEYW - FSD
2 stops20h 44mMultiple Airlines
Deal found 1/6$323
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:45 amFSD - EYW
2 stops11h 27mAmerican Airlines
Wed 4/12:25 pmEYW - FSD
1 stop8h 15mAmerican Airlines
Deal found 1/7$341
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:14 pmFSD - EYW
2 stops9h 23mAmerican Airlines
Wed 2/252:45 pmEYW - FSD
1 stop7h 55mAmerican Airlines
Deal found 1/6$394
This American Airlines deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:46 pmFSD - EYW
2 stops8h 11mAmerican Airlines
Tue 5/51:07 pmEYW - FSD
1 stop7h 07mAmerican Airlines
Deal found 1/8$405

Cheapflights Fare Finder

 
Customize your flight search to find flights from South Dakota to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from South Dakota to Key West that are best for you.

Fly from

South Dakota

Fly to

Key West

Route

Depart

Return

Price

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Fri 1/30

12:26 pm-9:47 pm

2 stops8h 21m

Key West

Fri 2/6

2:43 pm-10:04 pm

1 stop8h 21m

$314

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Thu 1/22

6:02 pm-12:26 pm

1 stop17h 24m

Key West

Sun 1/25

10:27 pm-6:11 pm

2 stops20h 44m

$323

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Tue 3/24

12:14 pm-10:18 pm

2 stops9h 04m

Key West

Wed 4/1

2:25 pm-9:40 pm

1 stop8h 15m

$341

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Sat 2/21

12:14 pm-10:37 pm

2 stops9h 23m

Key West

Wed 2/25

2:45 pm-9:40 pm

1 stop7h 55m

$341

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Wed 2/25

12:14 pm-10:22 pm

2 stops9h 08m

Key West

Wed 3/4

1:27 pm-7:10 pm

1 stop6h 43m

$341

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Sun 3/15

7:43 am-2:55 pm

1 stop6h 12m

$353

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Sun 3/15

10:37 am-12:21 pm

3 stops48h 44m

$393

Sioux FallsKey West

FSD - EYW

FSDEYW

Sioux Falls Joe Foss Field

Sun 3/15

10:37 am-11:39 am

2 stops24h 02m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Best time to book a flight from South Dakota to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from South Dakota with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from South Dakota to Key West

How much does it cost to fly round-trip from South Dakota to Key West?

Related info for your journey

Find useful and relevant information for your journey from South Dakota to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from South Dakota?

    Most people fly into Key West (EYW) if they book a flight to Key West from South Dakota. Key West is conveniently located just 2.6 mi from Key West’s city center.

  • How long is the flight from South Dakota to Key West?

    A quick flight from South Dakota to Key West can take about 8h 21m. American Airlines provides one of the quickest options available for as low as $314. South Dakota and Key West are separated by a distance of 1563 mi.

  • Can I find deals for flights from South Dakota to Key West that include hotel bookings?

    Yes. In addition to deals on South Dakota to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from South Dakota to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from South Dakota to Key West.

  • Can I find deals for business class flights from South Dakota to Key West?

    Yes. Cheapflights offers flight deals from South Dakota to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from South Dakota to Key West

Discover the top 2 airlines that operate flights from South Dakota to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$565FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$381Average$714FlexibilityNo cancel feeOn-time69%

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