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St. Maarten

$302+ Cheap flights from Cleveland (CLE) to St. Maarten

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SXM
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Cheap flight deals from Cleveland to St. Maarten

Keep the following information in mind while searching for Cleveland to St. Maarten flight deals. Data was last updated November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$302
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$749
Provider with most accurate pricing for Cleveland Hopkins Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Simpson Bay Princess Juliana flights.
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From Cleveland Hopkins Intl to St. Maarten
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Highest demand for flights based on searches. 9% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Cleveland to St. Maarten

Cheapest flights from Cleveland to St. Maarten
Explore the most affordable flight options available from Cleveland to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sun 12/710:54 amCLE - SXM
1 stop26h 21mMultiple Airlines
Fri 12/123:20 pmSXM - CLE
2 stops33h 32mMultiple Airlines
Deal found 11/18$308
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Tue 12/2311:43 amCLE - SXM
1 stop25h 32mMultiple Airlines
Wed 12/313:20 pmSXM - CLE
2 stops26h 10mMultiple Airlines
Deal found 11/17$414
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Sun 12/211:50 pmCLE - SXM
1 stop23h 25mMultiple Airlines
Wed 12/313:20 pmSXM - CLE
2 stops26h 10mMultiple Airlines
Deal found 11/17$430
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Tue 12/2311:43 amCLE - SXM
1 stop25h 32mSpirit Airlines
Wed 12/313:20 pmSXM - CLE
1 stop20h 17mSpirit Airlines
Deal found 11/17$447
This FlightHub deal was found by Cheapflights users on 11/18. 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.
Mon 12/226:10 pmCLE - SXM
2 stops19h 30mMultiple Airlines
Mon 12/293:20 pmSXM - CLE
1 stop20h 17mMultiple Airlines
Deal found 11/18$450
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Fri 12/1911:43 amCLE - SXM
1 stop25h 32mMultiple Airlines
Wed 12/313:20 pmSXM - CLE
2 stops26h 10mMultiple Airlines
Deal found 11/17$458
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Fri 12/1911:43 amCLE - SXM
1 stop25h 32mSpirit Airlines
Wed 12/313:20 pmSXM - CLE
1 stop20h 17mSpirit Airlines
Deal found 11/17$491
This Expedia deal was found by Cheapflights users on 11/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:32 pmCLE - SXM
2 stops24h 45mJetBlue
Fri 12/123:25 pmSXM - CLE
2 stops21h 12mJetBlue
Deal found 11/18$513
This FlightHub deal was found by Cheapflights users on 11/17. 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.
Mon 12/226:10 pmCLE - SXM
2 stops19h 30mMultiple Airlines
Wed 12/313:20 pmSXM - CLE
1 stop20h 17mMultiple Airlines
Deal found 11/17$529

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland 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 November 18, 2025.
Use the filters below to find and compare flights from Cleveland to St. Maarten that are best for you.

Fly from

Cleveland

Fly to

St. Maarten

Route

Depart

Return

Price

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Thu 1/1

11:43 am-2:15 pm

1 stop25h 32m

Simpson Bay Princess Juliana

Thu 1/8

3:09 pm-11:10 pm

1 stop9h 01m

$302

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Fri 1/9

7:24 pm-2:14 pm

2 stops41h 50m

Simpson Bay Princess Juliana

Fri 1/16

3:09 pm-10:45 pm

1 stop8h 36m

$331

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Wed 2/18

8:00 pm-2:16 pm

1 stop17h 16m

Simpson Bay Princess Juliana

Wed 2/25

3:11 pm-5:20 pm

1 stop27h 09m

$359

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Fri 1/16

7:01 pm-2:14 pm

1 stop18h 13m

Simpson Bay Princess Juliana

Fri 1/23

3:09 pm-10:44 pm

1 stop8h 35m

$373

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Tue 2/17

8:00 pm-2:16 pm

1 stop17h 16m

Simpson Bay Princess Juliana

Tue 2/24

3:11 pm-9:58 am

1 stop19h 47m

$387

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Sun 12/21

1:50 pm-2:15 pm

1 stop23h 25m

Simpson Bay Princess Juliana

Wed 12/31

3:20 pm-10:37 am

1 stop20h 17m

$463

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Fri 12/19

11:43 am-2:15 pm

1 stop25h 32m

Simpson Bay Princess Juliana

Wed 12/31

3:20 pm-10:37 am

1 stop20h 17m

$491

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Sat 3/28

6:10 pm-1:35 pm

2 stops19h 25m

Simpson Bay Princess Juliana

Sat 4/4

2:40 pm-5:30 pm

2 stops26h 50m

$497

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Mon 1/19

6:10 pm-2:40 pm

2 stops19h 30m

Simpson Bay Princess Juliana

Wed 1/28

5:00 pm-5:30 pm

1 stop25h 30m

$507

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Mon 1/26

6:10 pm-4:00 pm

1 stop20h 50m

Simpson Bay Princess Juliana

Thu 1/29

3:40 pm-5:30 pm

2 stops26h 50m

$524

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Best time to book a flight from Cleveland to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Cleveland 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 Cleveland to St. Maarten

What is the cheapest month to book a flight from Cleveland to St. Maarten?

Currently, March is the cheapest month in which you can book a flight from Cleveland to St. Maarten (average of $188). Flying from Cleveland to St. Maarten in December is currently the most expensive (average of $537). 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.

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 November 18, 2025.
Read through reviews of airlines operating flights from Cleveland to St. Maarten, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,003 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,019 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,045 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to St. Maarten. 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 from for flights from Cleveland to St. Maarten?

    Located just 10.1 mi from the city center, Cleveland Hopkins Intl (CLE) is the airport most travelers will use when flying to St. Maarten from Cleveland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland 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 Cleveland to St. Maarten?

    Currently, March is the cheapest month in which you can book a flight from Cleveland to St. Maarten (average of $188). Flying from Cleveland to St. Maarten in December is currently the most expensive (average of $537). 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

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Top 3 airlines flying from Cleveland to St. Maarten

Discover the top 3 airlines that operate flights from Cleveland to St. Maarten. 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$455Average$677FlexibilityNo cancel feeOn-time69%
DeltaCheapest$460Average$644FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$537Average$703FlexibilityNo cancel feeOn-time71%

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