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St. Maarten

$613+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$613
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$722
From Oshkosh to St. Maarten
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($224 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 15, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/110:51 amATW - SXM
2 stops26h 30mMultiple Airlines
Sat 12/64:28 pmSXM - ATW
3 stops32h 03mMultiple Airlines
Deal found 9/14$613
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 12/17:42 pmATW - SXM
2 stops16h 08mAmerican Airlines
Sat 12/65:25 pmSXM - ATW
2 stops17h 43mAmerican Airlines
Deal found 9/14$635
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 10/96:13 pmATW - SXM
2 stops20h 02mAmerican Airlines
Sun 10/124:24 pmSXM - ATW
2 stops24h 24mAmerican Airlines
Deal found 9/14$726
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.
Fri 9/269:36 amATW - SXM
2 stops27h 04mAmerican Airlines
Sat 10/42:20 pmSXM - ATW
2 stops19h 46mAmerican Airlines
Deal found 9/13$842
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:35 amATW - SXM
1 stop7h 15mDelta
Sat 10/43:20 pmSXM - ATW
1 stop8h 20mDelta
Deal found 9/13$877

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 September 15, 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

Mon 12/1

10:51 am-3:21 pm

2 stops26h 30m

Simpson Bay Princess Juliana

Sat 12/6

4:28 pm-10:31 pm

3 stops32h 03m

$613

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Mon 12/1

7:42 pm-1:50 pm

2 stops16h 08m

Simpson Bay Princess Juliana

Sat 12/6

5:25 pm-9:08 am

2 stops17h 43m

$635

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Thu 10/9

6:13 pm-3:15 pm

2 stops20h 02m

Simpson Bay Princess Juliana

Sun 10/12

4:24 pm-3:48 pm

2 stops24h 24m

$726

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Fri 9/26

9:36 am-1:40 pm

2 stops27h 04m

Simpson Bay Princess Juliana

Sat 10/4

2:20 pm-9:06 am

2 stops19h 46m

$842

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Fri 9/26

5:35 am-1:50 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Sat 10/4

3:20 pm-10:40 pm

1 stop8h 20m

$877

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, September is the cheapest month in which you can book a flight from Oshkosh to St. Maarten (average of $459). Flying from Oshkosh 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.

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 September 15, 2025.

When flying from Oshkosh to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 15, 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
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $635, American Airlines can have you in St. Maarten from Oshkosh in 16h 08m. 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, September is the cheapest month in which you can book a flight from Oshkosh to St. Maarten (average of $459). Flying from Oshkosh 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

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$572Average$686FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$584Average$800FlexibilityNo cancel feeOn-time71%

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