$587 Find Cheap Flights from Madison to St. Maarten

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to St. Maarten departing on 2/11. 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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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

Wed, Feb 11 - Wed, Feb 18
American Airlines Logo
3:09 pm - 12:29 pm
MSN
-
SXM
19h 20m2 stops
American Airlines Logo
5:28 pm - 10:36 am
SXM
-
MSN
19h 08m2 stops
$574American Airlines
Tue, Jun 9 - Wed, Jun 24
American Airlines Logo
5:44 pm - 12:45 pm
MSN
-
SXM
18h 01m1 stop
American Airlines Logo
1:45 pm - 10:13 pm
SXM
-
MSN
9h 28m1 stop
$587American Airlines
Tue, Jun 9 - Wed, Jun 24
American Airlines Logo
5:44 pm - 12:45 pm
MSN
-
SXM
18h 01m1 stop
American Airlines Logo
2:45 pm - 9:23 am
SXM
-
MSN
19h 38m2 stops
$592American Airlines
Sat, Feb 7 - Sat, Feb 21
American Airlines Logo
4:47 pm - 1:42 pm
MSN
-
SXM
18h 55m2 stops
American Airlines Logo
5:28 pm - 9:17 am
SXM
-
MSN
17h 49m2 stops
$599American Airlines
Sat, Feb 7 - Sat, Feb 21
American Airlines Logo
4:47 pm - 2:31 pm
MSN
-
SXM
19h 44m1 stop
American Airlines Logo
5:28 pm - 9:17 am
SXM
-
MSN
17h 49m2 stops
$608American Airlines
Sun, Mar 22 - Fri, Mar 27
American Airlines Logo
5:17 pm - 1:16 pm
MSN
-
SXM
18h 59m2 stops
American Airlines Logo
2:17 pm - 10:36 am
SXM
-
MSN
21h 19m2 stops
$610American Airlines
Wed, Jun 10 - Wed, Jun 24
American Airlines Logo
5:44 pm - 12:45 pm
MSN
-
SXM
18h 01m1 stop
American Airlines Logo
1:45 pm - 10:13 pm
SXM
-
MSN
9h 28m1 stop
$612American Airlines
Wed, Jun 10 - Wed, Jun 24
American Airlines Logo
4:25 pm - 1:22 pm
MSN
-
SXM
19h 57m2 stops
American Airlines Logo
1:45 pm - 10:13 pm
SXM
-
MSN
9h 28m1 stop
$617American Airlines
Sun, Mar 22 - Fri, Mar 27
American Airlines Logo
10:54 am - 1:16 pm
MSN
-
SXM
25h 22m1 stop
American Airlines Logo
2:21 pm - 10:36 am
SXM
-
MSN
21h 15m2 stops
$620American Airlines
Sat, Feb 7 - Sat, Feb 21
American Airlines Logo
5:07 pm - 12:58 pm
MSN
-
SXM
17h 51m2 stops
American Airlines Logo
5:28 pm - 9:17 am
SXM
-
MSN
17h 49m2 stops
$638American Airlines
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 ($587) and Delta ($592).

Find deals

Good to know

Low seasonJuly
Cheapest flight$574
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 40% 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.

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 8013 reviews
7.2Food
7.9Comfort
8.5Crew
8.1Boarding
7.8Entertainment
Airline reviews

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

4.0 OkayAvik, Dec 2025
SEA - ICN
Read more Delta reviews

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

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

Information on your arrival and departure airports

Madison (MSN)