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Saint Martin Island

$293+ Cheap flights from Madison (MSN) to Saint Martin Island

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SXM
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Find flight deals from Madison to Saint Martin Island

Cheapest flights from Madison to Saint Martin Island
Explore the most affordable flight options available from Madison to Saint Martin Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:38 amMSN - SXM
1 stop6h 50mDelta
Wed 12/173:53 pmSXM - MSN
1 stop8h 33mDelta
Deal found 11/12$612
This American Airlines deal was found by Cheapflights users on 11/12. 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 12/125:00 amMSN - SXM
2 stops9h 25mAmerican Airlines
Wed 12/173:20 pmSXM - MSN
2 stops20h 08mAmerican Airlines
Deal found 11/12$617
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Thu 12/113:55 pmMSN - SXM
1 stop19h 57mAmerican Airlines
Tue 12/163:20 pmSXM - MSN
2 stops20h 35mAmerican Airlines
Deal found 11/11$628
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:38 amMSN - SXM
1 stop6h 50mDelta
Tue 12/163:53 pmSXM - MSN
1 stop8h 33mDelta
Deal found 11/12$797

Cheap flight deals from Madison to Saint Martin Island

Keep the following information in mind while searching for Madison to Saint Martin Island flight deals. Data was last updated November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$592
(Delta)

One-way from

$293
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$700
Provider with most accurate pricing for Madison Truax Field-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Simpson Bay Princess Juliana flights.
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From Madison Truax Field to Saint Martin Island
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One-way flight from Madison Truax Field to Saint Martin Island
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Highest demand for flights based on searches. 16% potential increase in price ($146 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Saint Martin Island 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 13, 2025.
Use the filters below to find and compare flights from Madison to Saint Martin Island that are best for you.

Fly from

Madison

Fly to

Saint Martin Island

Route

Depart

Return

Price

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sun 2/1

7:00 am-12:30 pm

2 stops27h 30m

Simpson Bay Princess Juliana

Tue 2/10

4:20 pm-5:11 pm

2 stops26h 51m

$592

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sun 2/1

7:00 am-12:30 pm

2 stops27h 30m

Simpson Bay Princess Juliana

Fri 2/6

1:55 pm-10:37 pm

1 stop10h 42m

$610

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Fri 12/12

5:38 am-2:28 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 12/17

3:53 pm-10:26 pm

1 stop8h 33m

$612

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Fri 1/30

5:38 am-2:55 pm

1 stop7h 17m

Simpson Bay Princess Juliana

Fri 2/6

1:55 pm-10:37 pm

1 stop10h 42m

$612

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Fri 12/12

4:39 pm-2:05 pm

2 stops19h 26m

Simpson Bay Princess Juliana

Wed 12/17

5:25 pm-9:28 am

2 stops18h 03m

$617

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Wed 2/11

3:09 pm-12:40 pm

2 stops19h 31m

Simpson Bay Princess Juliana

Wed 2/25

4:40 pm-10:59 pm

1 stop8h 19m

$617

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sat 1/31

10:51 am-12:30 pm

2 stops23h 39m

Simpson Bay Princess Juliana

Tue 2/10

4:20 pm-5:11 pm

2 stops26h 51m

$617

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sun 1/11

6:00 am-3:51 pm

1 stop7h 51m

$293

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sun 1/11

5:51 pm-12:58 pm

2 stops17h 07m

$293

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sat 1/17

6:16 pm-2:14 pm

2 stops17h 58m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 13 results
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Best time to book a flight from Madison to Saint Martin Island

Have a flexible travel schedule? Discover the best time to fly to Saint Martin Island from Madison 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 Madison to Saint Martin Island

What is the cheapest month to book a flight from Madison to Saint Martin Island?

Currently, January is the cheapest month in which you can book a flight from Madison to Saint Martin Island (average of $565). Flying from Madison to Saint Martin Island in November is currently the most expensive (average of $649). 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 MSN to SCH?

Find hourly flight availability from Madison to Saint Martin Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

When flying from Madison to Saint Martin Island, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 45% versus a flight in the evening.

Reviews of airlines servicing Saint Martin Island

Get insights into the airlines that provide service to Saint Martin Island. 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 Saint Martin Island. Reviews last updated November 13, 2025.
Read through reviews of airlines operating flights from Madison to Saint Martin Island, such as Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Food

7.3

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 Madison to Saint Martin Island. 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 Madison to Saint Martin Island?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to Saint Martin Island.

  • How long is the flight from Madison to Saint Martin Island?

    Departing from Madison to Saint Martin Island will take you 27h 30m. There are 2311 mi between Madison and Saint Martin Island.

  • Can I find deals for flights from Madison to Saint Martin Island that include hotel bookings?

    Yes. In addition to deals on Madison to Saint Martin Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Saint Martin Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Saint Martin Island.

  • Can I find deals for business class flights from Madison to Saint Martin Island?

    Yes. Cheapflights offers flight deals from Madison to Saint Martin Island 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 Madison to Saint Martin Island?

    Currently, January is the cheapest month in which you can book a flight from Madison to Saint Martin Island (average of $565). Flying from Madison to Saint Martin Island in November is currently the most expensive (average of $649). 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 airline flying from Madison to Saint Martin Island

Discover the top airline that operate flights from Madison to Saint Martin Island. 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 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$587Average$645FlexibilityNo cancel feeOn-timeN/A

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