$293 Find Cheap Flights from Madison to St. Maarten

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to St. Maarten departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Book Cheap Madison to St. Maarten Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to St. Maarten that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to St. Maarten

Sat, Dec 6 - Thu, Dec 11
American Airlines Logo
3:12 pm - 2:20 pmMSN-SXM
21h 08m2 stops
American Airlines Logo
5:25 pm - 10:16 amSXM-MSN
18h 51m2 stops
$592American Airlines
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Fri, Dec 12 - Wed, Dec 17
American Airlines Logo
8:08 pm - 3:08 pmMSN-SXM
17h 00m1 stop
American Airlines Logo
2:51 pm - 11:40 pmSXM-MSN
10h 49m1 stop
$612American Airlines
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Fri, Dec 12 - Wed, Dec 17
American Airlines Logo
3:35 pm - 2:20 pmMSN-SXM
20h 45m2 stops
American Airlines Logo
3:20 pm - 10:05 amSXM-MSN
20h 45m2 stops
$617American Airlines
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Wed, Feb 11 - Wed, Feb 25
American Airlines Logo
4:47 pm - 2:08 pmMSN-SXM
19h 21m1 stop
American Airlines Logo
4:40 pm - 10:59 pmSXM-MSN
8h 19m1 stop
$623American Airlines
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Wed, Feb 11 - Wed, Feb 25
American Airlines Logo
4:47 pm - 2:08 pmMSN-SXM
19h 21m1 stop
American Airlines Logo
5:33 pm - 9:10 amSXM-MSN
17h 37m2 stops
$628American Airlines
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Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
2:52 pm - 2:19 pmMSN-SXM
21h 27m2 stops
American Airlines Logo
4:15 pm - 10:35 amSXM-MSN
19h 20m2 stops
$647American Airlines
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Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
3:55 pm - 2:20 pmMSN-SXM
20h 25m2 stops
American Airlines Logo
5:25 pm - 10:31 amSXM-MSN
19h 06m2 stops
$656American Airlines
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Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
5:07 pm - 2:08 pmMSN-SXM
19h 01m1 stop
American Airlines Logo
4:15 pm - 10:35 amSXM-MSN
19h 20m2 stops
$658American Airlines
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Thu, Dec 11 - Tue, Dec 16
Delta Logo
5:38 am - 2:28 pmMSN-SXM
6h 50m1 stop
Delta Logo
3:53 pm - 10:26 pmSXM-MSN
8h 33m1 stop
$690Delta
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Sat, Apr 25 - Wed, Apr 29
Delta Logo
5:45 am - 2:09 pmMSN-SXM
7h 24m1 stop
Delta Logo
1:50 pm - 10:35 pmSXM-MSN
9h 45m1 stop
$982Delta
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Booking Insights

KAYAK's insights & trends for Madison to St. Maarten flights

Get data-powered insights and trends into flights from Madison to St. Maarten to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Madison and St. Maarten?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Madison to St. Maarten.

There is just one airline that flies from Madison to St. Maarten direct and that is Delta. The best round-trip deal found from Delta for the route is to Simpson Bay (SXM) and costs $587.

Which airlines provide the cheapest flights from Madison to St. Maarten?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to St. Maarten were found on American Airlines ($592) and Delta ($690).

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Good to know

Low seasonJuly
Cheapest flight$293
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Madison to Simpson Bay

FAQs - booking St. Maarten flights

  • How does KAYAK find such low prices on flights from Madison to St. Maarten?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to St. Maarten.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to St. Maarten?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to St. Maarten is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to St. Maarten?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Madison to St. Maarten with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to St. Maarten?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Madison to St. Maarten up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to St. Maarten?

    The cheapest time of day to fly to St. Maarten is generally in the evening, when round-trip flights cost $719 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to St. Maarten is generally at night, which is peak travel time and where the average cost of a ticket is $1,229.

Reviews of the top airline flying from Madison to St. Maarten

 
Need help choosing which airline to fly with from Madison to St. Maarten? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8002 reviews
8.2Boarding
7.9Entertainment
7.9Comfort
8.5Crew
7.3Food
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

Everything you need to know for your flight from Madison to St. Maarten

Information on your arrival and departure airports

Madison (MSN)

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