$646 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

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Cheap Flights from Madison to St. Maarten

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Simpson Bay
Simpson Bay1 stop$646
Simpson Bay
Simpson Bay1 stop$646

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 25
American Airlines Logo
11:43 am - 1:22 pmMSN-SXM
23h 39m1 stop
American Airlines Logo
4:15 pm - 10:29 amSXM-MSN
20h 14m2 stops
$646American Airlines
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Sat, Jan 10 - Sat, Jan 17
American Airlines Logo
4:17 pm - 3:20 pmMSN-SXM
21h 03m2 stops
American Airlines Logo
5:42 pm - 10:27 amSXM-MSN
18h 45m2 stops
$660American Airlines
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Sat, Jan 10 - Sat, Jan 17
American Airlines Logo
12:19 pm - 1:55 pmMSN-SXM
23h 36m1 stop
American Airlines Logo
5:20 pm - 10:29 amSXM-MSN
19h 09m2 stops
$670American Airlines
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Sat, Jan 10 - Sat, Jan 17
American Airlines Logo
7:07 am - 1:55 pmMSN-SXM
28h 48m1 stop
American Airlines Logo
5:42 pm - 10:29 amSXM-MSN
18h 47m1 stop
$677American Airlines
Find Deal
Wed, Feb 11 - Wed, Feb 25
American Airlines Logo
11:43 am - 1:22 pmMSN-SXM
23h 39m1 stop
American Airlines Logo
3:25 pm - 9:26 pmSXM-MSN
8h 01m1 stop
$701American Airlines
Find Deal
Wed, Feb 11 - Wed, Feb 25
American Airlines Logo
3:49 pm - 2:05 pmMSN-SXM
20h 16m2 stops
American Airlines Logo
5:20 pm - 10:29 amSXM-MSN
19h 09m2 stops
$795American Airlines
Find Deal
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.

How long does a flight from Madison to St. Maarten take?

The duration of a flight to St. Maarten depends on your arrival airport. The shortest route to St. Maarten from Madison is to Simpson Bay, which takes 7h 11m.

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Good to know

Low seasonJuly
Cheapest flight$646
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 1% 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 7954 reviews
7.3Food
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

8.0 ExcellentTarun, Sep 2025MCO - LHR
Read more Delta reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

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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