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St. Maarten

$293+ Cheap flights from Milwaukee (MKE) to St. Maarten

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Find flight deals from Milwaukee to St. Maarten

Cheapest flights from Milwaukee to St. Maarten
Explore the most affordable flight options available from Milwaukee to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This Delta deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:45 amMKE - SXM
1 stop6h 43mDelta
Tue 12/163:53 pmSXM - MKE
1 stop10h 01mDelta
Deal found 11/17$680
This American Airlines deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:50 pmMKE - SXM
2 stops18h 30mAmerican Airlines
Tue 12/165:25 pmSXM - MKE
2 stops23h 39mAmerican Airlines
Deal found 11/17$681

Cheap flight deals from Milwaukee to St. Maarten

Keep the following information in mind while searching for Milwaukee to St. Maarten flight deals. Data was last updated November 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$587
(Delta)

One-way from

$293
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$688
Provider with most accurate pricing for Milwaukee-Mitchell-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Simpson Bay Princess Juliana flights.
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From Milwaukee-Mitchell to St. Maarten
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One-way flight from Milwaukee-Mitchell to St. Maarten
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Highest demand for flights based on searches. 24% potential increase in price ($279 potential increase over avg. RT price).
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Cheapest flight prices on average. 13% potential price decrease ($104 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to St. Maarten that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 19, 2025.
Use the filters below to find and compare flights from Milwaukee to St. Maarten that are best for you.

Fly from

Milwaukee

Fly to

St. Maarten

Route

Depart

Return

Price

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Mon 2/2

5:30 am-2:55 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Thu 2/5

1:55 pm-7:58 pm

1 stop8h 03m

$587

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 2/3

6:30 am-4:28 pm

1 stop7h 58m

Simpson Bay Princess Juliana

Mon 2/9

3:31 pm-10:58 pm

1 stop9h 27m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 3/12

7:00 am-3:10 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Thu 3/19

2:15 pm-10:25 pm

1 stop9h 10m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 1/3

4:57 pm-1:26 pm

1 stop18h 29m

Simpson Bay Princess Juliana

Sat 1/10

3:23 pm-11:35 pm

1 stop10h 12m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 2/24

12:11 pm-12:40 pm

2 stops22h 29m

Simpson Bay Princess Juliana

Sun 3/1

5:33 pm-11:41 am

2 stops20h 08m

$622

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 3/22

6:50 pm-12:50 pm

1 stop17h 00m

$293

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 3/22

6:09 pm-1:16 pm

3 stops42h 07m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Best time to book a flight from Milwaukee to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Milwaukee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Milwaukee to St. Maarten?

Currently, September is the cheapest month in which you can book a flight from Milwaukee to St. Maarten (average of $312). Flying from Milwaukee to St. Maarten in June is currently the most expensive (average of $595). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MKE to SX?

Find hourly flight availability from Milwaukee to St. Maarten. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Milwaukee to St. Maarten in the afternoon. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight at noon.

Reviews of airlines servicing St. Maarten

Get insights into the airlines that provide service to St. Maarten. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St. Maarten. Reviews last updated November 19, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Milwaukee to St. Maarten by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,004 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,004 reviews
Delta
7.9
Good
8,004 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,046 reviews
Delta
7.9
Good
8,004 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Milwaukee to St. Maarten?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell (MKE) is the airport most travelers will use when flying to St. Maarten from Milwaukee.

  • How long is the flight from Milwaukee to St. Maarten?

    Airlines like Delta and American Airlines fly from Milwaukee to St. Maarten in about 7h 25m. The time it takes to get you to your destination can typically vary by up to 33m. The distance from Milwaukee to St. Maarten is about 2248 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Milwaukee to St. Maarten that include hotel bookings?

    Yes. In addition to deals on Milwaukee to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to St. Maarten?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to St. Maarten.

  • Can I find deals for business class flights from Milwaukee to St. Maarten?

    Yes. Cheapflights offers flight deals from Milwaukee to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Milwaukee to St. Maarten (average of $312). Flying from Milwaukee to St. Maarten in June is currently the most expensive (average of $595). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Milwaukee to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Milwaukee to St. Maarten

Discover the top 2 airlines that operate flights from Milwaukee to St. Maarten. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$584Average$721FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$605Average$750FlexibilityNo cancel feeOn-time71%

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