$293 Find Cheap Flights from Milwaukee 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 Milwaukee to St. Maarten departing on 3/8. 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 Milwaukee 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 Milwaukee 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 Milwaukee to St. Maarten

Wed, Dec 17 - Wed, Dec 24
Delta Logo
5:45 am - 2:28 pmMKE-SXM
6h 43m1 stop
Delta Logo
1:45 pm - 10:43 pmSXM-MKE
10h 58m1 stop
$587Delta
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Wed, Dec 17 - Wed, Dec 24
American Airlines Logo
5:00 am - 4:25 pmMKE-SXM
9h 25m2 stops
American Airlines Logo
5:33 pm - 11:03 amSXM-MKE
19h 30m2 stops
$592American Airlines
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Thu, Dec 11 - Tue, Dec 16
Delta Logo
5:45 am - 2:28 pmMKE-SXM
6h 43m1 stop
Delta Logo
3:53 pm - 11:54 pmSXM-MKE
10h 01m1 stop
$612Delta
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Sun, Jan 4 - Mon, Jan 12
Delta Logo
5:40 am - 2:50 pmMKE-SXM
7h 10m1 stop
Delta Logo
4:20 pm - 12:31 pmSXM-MKE
22h 11m2 stops
$617Delta
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Sun, Jan 4 - Sun, Jan 11
American Airlines Logo
4:57 pm - 1:26 pmMKE-SXM
18h 29m1 stop
American Airlines Logo
5:33 pm - 11:00 amSXM-MKE
19h 27m2 stops
$622American Airlines
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Sun, Jan 4 - Sun, Jan 11
American Airlines Logo
6:27 pm - 1:59 pmMKE-SXM
17h 32m1 stop
American Airlines Logo
3:50 pm - 9:52 amSXM-MKE
20h 02m1 stop
$628American Airlines
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Sun, Jan 4 - Mon, Jan 12
United Airlines Logo
5:42 pm - 1:50 pmMKE-SXM
18h 08m2 stops
United Airlines Logo
2:52 pm - 10:34 amSXM-MKE
21h 42m2 stops
$837United Airlines
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Sat, Jan 3 - Mon, Jan 12
Air Canada Logo
12:02 pm - 2:40 pmMKE-SXM
24h 38m2 stops
Air Canada Logo
5:00 pm - 3:43 pmSXM-MKE
24h 43m2 stops
$1,251Air Canada
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Sun, Jan 4 - Sat, Jan 10
Air Canada Logo
3:48 pm - 4:00 pmMKE-SXM
22h 12m2 stops
Air Canada Logo
5:00 pm - 3:43 pmSXM-MKE
24h 43m2 stops
$1,278Air Canada
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Sun, Jan 4 - Sat, Jan 10
United Airlines Logo
5:00 am - 3:57 pmMKE-SXM
8h 57m1 stop
United Airlines Logo
2:40 pm - 10:56 pmSXM-MKE
10h 16m1 stop
$1,684United Airlines
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Booking Insights

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

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

Which airlines fly non-stop between Milwaukee 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 Milwaukee to St. Maarten.

There are 2 airlines that fly nonstop from Milwaukee to St. Maarten. They are American Airlines and Delta. The cheapest airline for this route is Delta, with the best round-trip deal found costing $584 and arriving in Simpson Bay (SXM). On average, Delta offers the best prices for nonstop flights between Milwaukee and St. Maarten.

Which airlines provide the cheapest flights from Milwaukee 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 Milwaukee to St. Maarten were found on Delta ($587) and American Airlines ($592).

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Good to know

Low seasonSeptember
Cheapest flight$293
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Milwaukee to Simpson Bay

FAQs - booking St. Maarten flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 $614 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 in the morning, which is peak travel time and where the average cost of a ticket is $669.

Reviews of the top airlines flying from Milwaukee to St. Maarten

 
Need help choosing which airline to fly with from Milwaukee 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 8001 reviews
8.2Boarding
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
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

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

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

Information on your arrival and departure airports

Milwaukee (MKE)

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