$506 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 2/22. 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

Sun, Feb 22 - Fri, Feb 27
American Airlines Logo
8:16 pm - 4:27 pm
MSN
-
SXM
18h 11m2 stops
American Airlines Logo
3:05 pm - 10:10 am
SXM
-
MSN
21h 05m2 stops
$506American Airlines
Wed, Feb 11 - Wed, Feb 25
American Airlines Logo
4:30 pm - 12:38 pm
MSN
-
SXM
18h 08m2 stops
American Airlines Logo
4:40 pm - 10:57 pm
SXM
-
MSN
8h 17m1 stop
$536American Airlines
Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
3:57 pm - 2:22 pm
MSN
-
SXM
20h 25m2 stops
American Airlines Logo
5:01 pm - 10:55 am
SXM
-
MSN
19h 54m2 stops
$566American Airlines
Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
5:22 pm - 3:07 pm
MSN
-
SXM
19h 45m1 stop
American Airlines Logo
3:23 pm - 11:40 pm
SXM
-
MSN
10h 17m1 stop
$567American Airlines
Tue, Mar 10 - Fri, Mar 20
United Airlines Logo
5:44 pm - 12:50 pm
MSN
-
SXM
18h 06m2 stops
United Airlines Logo
3:55 pm - 3:14 pm
SXM
-
MSN
24h 19m2 stops
$592United Airlines
Tue, Mar 10 - Fri, Mar 20
American Airlines Logo
10:58 am - 1:16 pm
MSN
-
SXM
25h 18m1 stop
American Airlines Logo
4:01 pm - 4:50 pm
SXM
-
MSN
25h 49m1 stop
$608American Airlines
Sun, Jan 25 - Wed, Jan 28
United Airlines Logo
6:00 am - 3:51 pm
MSN
-
SXM
7h 51m1 stop
United Airlines Logo
2:52 pm - 11:44 pm
SXM
-
MSN
10h 52m1 stop
$611United Airlines
Sun, Feb 22 - Fri, Feb 27
United Airlines Logo
6:05 am - 3:51 pm
MSN
-
SXM
7h 46m1 stop
United Airlines Logo
2:52 pm - 10:16 am
SXM
-
MSN
21h 24m2 stops
$618United Airlines
Sun, Mar 1 - Sun, Mar 8
American Airlines Logo
2:55 pm - 12:38 pm
MSN
-
SXM
19h 43m2 stops
American Airlines Logo
12:29 pm - 10:14 am
SXM
-
MSN
22h 45m2 stops
$622American Airlines
Sun, Feb 22 - Fri, Feb 27
American Airlines Logo
5:07 pm - 3:15 pm
MSN
-
SXM
20h 08m1 stop
American Airlines Logo
3:33 pm - 11:59 pm
SXM
-
MSN
10h 26m1 stop
$623American 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.

Good to know

Low seasonJuly
Cheapest flight$506
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 10% 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 8011 reviews
8.5Crew
8.1Boarding
7.9Comfort
7.9Entertainment
7.3Food
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

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

Information on your arrival and departure airports