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 14 — Oct 211
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Florida Keys to St. Maarten with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 14, 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 14, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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 10/2710:27 amMIA - SXM
Nonstop3h 10mAmerican Airlines
Thu 10/304:24 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/13$260
This American Airlines deal was found by Cheapflights users on 9/12. 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 9/12$286
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/2712:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Mon 11/33:20 pmSXM - MIA
Nonstop3h 35mAmerican Airlines
Deal found 9/12$287
This American Airlines deal was found by Cheapflights users on 9/12. 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
Fri 11/75:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/12$301
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/1312:15 pmMIA - SXM
Nonstop3h 07mAmerican Airlines
Mon 11/175:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/13$311
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Wed 11/121:09 pmMIA - SXM
1 stop5h 43mArajet
Sun 11/1612:25 pmSXM - MIA
1 stop5h 30mArajet
Deal found 9/13$312
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/1012:15 pmMIA - SXM
Nonstop3h 00mAmerican Airlines
Sun 10/124:24 pmSXM - MIA
Nonstop3h 15mAmerican Airlines
Deal found 9/12$316
This FlightHub deal was found by Cheapflights users on 9/12. 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 9/12$317
This American Airlines deal was found by Cheapflights users on 9/12. 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 9/12$326
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/1212:15 pmMIA - SXM
Nonstop3h 07mAmerican Airlines
Sun 11/165:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/13$331
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/1712:13 pmMIA - SXM
Nonstop3h 12mAmerican Airlines
Fri 12/263:28 pmSXM - MIA
Nonstop3h 42mAmerican Airlines
Deal found 9/11$337
This American Airlines deal was found by Cheapflights users on 9/12. 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 11/87:00 pmMIA - SXM
1 stop18h 00mAmerican Airlines
Mon 11/105:24 pmSXM - MIA
Nonstop3h 31mAmerican Airlines
Deal found 9/12$339

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 14, 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

Wed 12/17

12:13 pm-4:25 pm

Nonstop3h 12m

Simpson Bay Princess Juliana

Fri 12/26

3:28 pm-6:10 pm

Nonstop3h 42m

$337

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Tue 12/2

5:27 pm-11:28 am

1 stop17h 01m

Simpson Bay Princess Juliana

Sun 12/7

12:24 pm-12:45 am

1 stop13h 21m

$361

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Fri 9/26

8:04 pm-2:00 pm

2 stops17h 56m

Simpson Bay Princess Juliana

Mon 9/29

3:05 pm-6:13 pm

2 stops27h 08m

$382

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

Thu 2/12

5:29 pm-11:24 am

1 stop16h 55m

Simpson Bay Princess Juliana

Mon 2/16

12:25 pm-9:24 pm

1 stop9h 59m

$415

MiamiSimpson Bay

MIA - SXM

MIASXM

Miami

Tue 1/20

5:29 pm-11:24 am

1 stop16h 55m

Simpson Bay Princess Juliana

Mon 1/26

12:25 pm-9:24 pm

1 stop9h 59m

$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

Sun 2/1

5:29 pm-11:24 am

1 stop16h 55m

Simpson Bay Princess Juliana

Fri 2/6

12:25 pm-6:56 pm

1 stop7h 31m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 20 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 14, 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.

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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.

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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.

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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.

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Overall

7.2

Boarding

7.5

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 12m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Florida Keys to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.