HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
St. Maarten

Cheap flights from Madison (MSN) to St. Maarten

MSN — SXM
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison 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 Madison to St. Maarten

Keep the following information in mind while searching for Madison to St. Maarten flight deals. Data was last updated April 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Popular in

February

Cheapest in

May

Average price

$784
Provider with most accurate pricing for Madison Truax Field-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Simpson Bay Princess Juliana flights.
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($242 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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

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

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

Find hourly flight availability from Madison 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 April 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to St. Maarten as you normally would.

Related info for your journey

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

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to St. Maarten. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Madison to St. Maarten (average of $459). Flying from Madison to St. Maarten in July is currently the most expensive (average of $675). 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 Madison to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Nassau flights
O'Hare Intl to Saint Thomas Island flights
Milwaukee to Luis Munoz Marin Intl flights
Minneapolis to Punta Cana flights
Minneapolis to Luis Munoz Marin Intl flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Castries flights
Minneapolis to Montego Bay flights
O'Hare Intl to Simpson Bay flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Christiansted flights
Minneapolis to Oranjestad flights
O'Hare Intl to Providenciales flights
O'Hare Intl to George Town flights
Madison to Luis Munoz Marin Intl flights
Minneapolis to Saint Thomas Island flights
O'Hare Intl to Kingston flights
Minneapolis to Providenciales flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Bridgetown flights
Minneapolis to Nassau flights
O'Hare Intl to St. John's flights
Milwaukee to Punta Cana flights
O'Hare Intl to Santiago de los Caballeros flights
Minneapolis to Willemstad flights
O'Hare Intl to Road Town flights
Minneapolis to George Town flights
Milwaukee to Oranjestad flights
Milwaukee to Providenciales flights
Milwaukee to Montego Bay flights
Milwaukee to Nassau flights
Minneapolis to Simpson Bay flights
Milwaukee to George Town flights
Minneapolis to Georgetown flights
Green Bay to Luis Munoz Marin Intl flights
O'Hare Intl to Ponce flights
Minneapolis to Castries flights
Minneapolis to St. John's flights
Minneapolis to Bridgetown flights
O'Hare Intl to Kralendijk flights
O'Hare Intl to Gregory Town flights
Madison to Montego Bay flights
Milwaukee to Saint Thomas Island flights
O'Hare Intl to Havana flights
Madison to Punta Cana flights
O'Hare Intl to The Valley flights

Top 2 airlines flying from Madison to St. Maarten

Discover the top 2 airlines that operate flights from Madison 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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$559Average$945FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$601Average$741FlexibilityNo cancel feeOn-time71%

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.