St. Maarten

$95+ Cheap flights from Florida Keys to St. Maarten

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SXM
Oct 16 — Oct 231
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Cheap flight deals from Florida Keys to St. Maarten

Keep the following information in mind while searching for Florida Keys to St. Maarten flight deals. Data was last updated September 16, 2025.

Round-trip from

$260
(American Airlines)

One-way from

$95
(Travelocity)
From Florida Keys to St. Maarten
One-way flight from Florida Keys to St. Maarten

Find flight deals from Florida Keys to St. Maarten

Cheapest flights from Florida Keys to St. Maarten
Explore the most affordable flight options available from Florida Keys to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/612:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Thu 10/92:40 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/15$260
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 11/1012:15 pmMIA - SXM
Nonstop3h 07mAmerican Airlines
Thu 11/133:20 pmSXM - MIA
Nonstop3h 35mAmerican Airlines
Deal found 9/14$261
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/612:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Fri 10/104:24 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/15$262
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Mon 10/204:24 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/14$286
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/312:15 pmMIA - SXM
Nonstop3h 07mAmerican Airlines
Wed 11/125:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/15$301
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/1710:27 amMIA - SXM
Nonstop3h 10mAmerican Airlines
Mon 10/204:24 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/15$312
This FlightHub deal was found by Cheapflights users on 9/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:09 pmMIA - SXM
1 stop5h 43mArajet
Sun 11/912:25 pmSXM - MIA
1 stop5h 30mArajet
Deal found 9/14$317
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/3012:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Fri 11/75:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/14$326
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:09 pmMIA - SXM
1 stop5h 43mArajet
Thu 10/3012:25 pmSXM - MIA
1 stop5h 30mArajet
Deal found 9/16$334
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/307:25 pmMIA - SXM
1 stop12h 47mMultiple Airlines
Fri 10/33:05 pmSXM - MIA
2 stops20h 52mMultiple Airlines
Deal found 9/15$336
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 12/1512:13 pmMIA - SXM
Nonstop3h 12mAmerican Airlines
Thu 12/253:33 pmSXM - MIA
Nonstop3h 42mAmerican Airlines
Deal found 9/16$337

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to St. Maarten 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 September 16, 2025.
Use the filters below to find and compare flights from Florida Keys to St. Maarten that are best for you.

Fly from

Florida Keys

Fly to

St. Maarten

Route

Depart

Return

Price

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Mon 10/27

12:15 pm-3:15 pm

Nonstop3h 00m

Simpson Bay Princess Juliana

Fri 10/31

2:40 pm-5:55 pm

Nonstop3h 15m

$261

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Thu 11/20

5:27 pm-11:28 am

1 stop17h 01m

Simpson Bay Princess Juliana

Sun 11/23

12:24 pm-9:45 pm

1 stop10h 21m

$388

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Wed 1/7

1:09 pm-7:52 pm

1 stop5h 43m

Simpson Bay Princess Juliana

Sun 1/11

12:25 pm-4:55 pm

1 stop5h 30m

$394

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Thu 11/20

5:27 pm-11:28 am

1 stop17h 01m

Simpson Bay Princess Juliana

Wed 11/26

12:24 pm-6:51 pm

1 stop7h 27m

$413

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Sat 10/25

5:21 pm-11:31 am

1 stop18h 10m

Simpson Bay Princess Juliana

Fri 10/31

12:26 pm-10:44 pm

1 stop10h 18m

$415

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Sat 1/17

5:29 pm-11:24 am

1 stop16h 55m

Simpson Bay Princess Juliana

Mon 1/26

12:25 pm-12:37 am

1 stop13h 12m

$415

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Thu 10/30

6:29 pm-11:31 am

1 stop17h 02m

Simpson Bay Princess Juliana

Fri 11/7

12:24 pm-12:45 am

1 stop13h 21m

$415

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Sat 2/21

5:29 pm-11:24 am

1 stop16h 55m

Simpson Bay Princess Juliana

Fri 3/6

12:25 pm-6:55 pm

1 stop7h 30m

$415

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Tue 10/14

7:25 pm-8:12 am

1 stop12h 47m

$95

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Sat 1/31

5:35 am-3:20 pm

1 stop8h 45m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 18 results
1
2

Best time to book a flight from Florida Keys to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Florida Keys 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 Florida Keys to St. Maarten
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing St. Maarten

Get insights into the airlines that provide service to St. Maarten. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St. Maarten. Reviews last updated September 16, 2025.
Read through reviews of airlines operating flights from Florida Keys to St. Maarten, such as American Airlines, Spirit Airlines, and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Florida Keys to St. Maarten?

    There are many flights that can get you from Florida Keys to St. Maarten in 3h. Fly via American Airlines, Copa Airlines, or Arajet to get the fastest option. Airlines will cover a distance of 1222 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Florida Keys to St. Maarten that include hotel bookings?

    Yes. In addition to deals on Florida Keys to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to St. Maarten?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to St. Maarten.

  • Can I find deals for business class flights from Florida Keys to St. Maarten?

    Yes. Cheapflights offers flight deals from Florida Keys to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florida Keys to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Florida Keys to St. Maarten (average of $459). Flying from Florida Keys to St. Maarten in March is currently the most expensive (average of $652). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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