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St. Maarten

$686+ Cheap flights from Oshkosh, WI 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Find flight deals from Oshkosh to St. Maarten

Cheapest flights from Oshkosh to St. Maarten
Explore the most affordable flight options available from Oshkosh to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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.
vie. 11/149:46 amATW - SXM
2 stops24h 16mAmerican Airlines
sáb. 11/225:05 pmSXM - ATW
2 stops24h 08mAmerican Airlines
Deal found 10/30$777
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/1412:38 pmATW - SXM
1 stop25h 19mUnited Airlines
sáb. 11/222:40 pmSXM - ATW
1 stop8h 53mUnited Airlines
Deal found 10/30$890
This Mytrip deal was found by Cheapflights users on 10/30. 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.
lun. 12/291:49 pmATW - SXM
3 stops20h 56mMultiple Airlines
sáb. 1/36:10 pmSXM - ATW
2 stops30h 53mMultiple Airlines
Deal found 10/30$1,361
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/295:25 amATW - SXM
1 stop7h 25mDelta
sáb. 1/33:42 pmSXM - ATW
1 stop9h 27mDelta
Deal found 10/30$2,189

Cheap flight deals from Oshkosh to St. Maarten

Keep the following information in mind while searching for Oshkosh to St. Maarten flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$686
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$609
Provider with most accurate pricing for Appleton Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Appleton Intl-Simpson Bay Princess Juliana flights.
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From Oshkosh to St. Maarten
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($206 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($51 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh 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 octubre 30, 2025.
Use the filters below to find and compare flights from Oshkosh to St. Maarten that are best for you.

Fly from

Oshkosh

Fly to

St. Maarten

Route

Depart

Return

Price

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

sáb. 2/21

10:42 am-2:19 pm

2 stops25h 37m

Simpson Bay Princess Juliana

sáb. 2/28

5:33 pm-10:12 am

2 stops18h 39m

$686

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

vie. 11/14

9:46 am-12:02 pm

2 stops24h 16m

Simpson Bay Princess Juliana

sáb. 11/22

5:05 pm-3:13 pm

2 stops24h 08m

$777

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

mié. 3/25

4:51 pm-1:10 pm

2 stops19h 19m

Simpson Bay Princess Juliana

jue. 4/2

3:10 pm-3:44 pm

2 stops25h 34m

$787

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

mar. 3/10

11:27 am-1:10 pm

2 stops24h 43m

Simpson Bay Princess Juliana

vie. 3/20

4:15 pm-3:44 pm

2 stops24h 29m

$823

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

mié. 3/25

5:29 am-1:53 pm

1 stop7h 24m

Simpson Bay Princess Juliana

jue. 4/2

12:45 pm-10:02 pm

1 stop10h 17m

$862

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

vie. 11/14

12:38 pm-3:57 pm

1 stop25h 19m

Simpson Bay Princess Juliana

sáb. 11/22

2:40 pm-9:33 pm

1 stop8h 53m

$890

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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

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

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

Currently, January is the cheapest month in which you can book a flight from Oshkosh to St. Maarten (average of $566). Flying from Oshkosh to St. Maarten in August is currently the most expensive (average of $712). 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.

What is the cheapest time of day to fly from OS9 to SX?

Find hourly flight availability from Oshkosh to St. Maarten. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

When flying from Oshkosh to St. Maarten, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 25% versus a flight in the evening.

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 octubre 30, 2025.
See what other customers who have flown with Delta and American Airlines from Oshkosh to St. Maarten have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

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

    For as low as $686, American Airlines can have you in St. Maarten from Oshkosh in 25h 37m. There are 2332 mi between Oshkosh and St. Maarten.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Oshkosh to St. Maarten (average of $566). Flying from Oshkosh to St. Maarten in August is currently the most expensive (average of $712). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oshkosh to St. Maarten

Discover the top 2 airlines that operate flights from Oshkosh 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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$584Average$696FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$605Average$793FlexibilityNo cancel feeOn-time71%

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