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St. Maarten

$479+ Cheap flights from Milwaukee (MKE) to St. Maarten

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap 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 January 26, 2026.

This Delta deal was found by Cheapflights users on 1/24. 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.
Sat 2/72:45 pm
MKE
-
SXM
2 stops19h 45m
Delta
Fri 2/131:38 pm
SXM
-
MKE
1 stop12h 09m
Delta
Deal found 1/24$479
This Delta deal was found by Cheapflights users on 1/25. 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.
Sun 2/225:23 am
MKE
-
SXM
1 stop7h 27m
Delta
Wed 2/251:38 pm
SXM
-
MKE
1 stop8h 35m
Delta
Deal found 1/25$485
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/204:00 pm
MKE
-
SXM
1 stop21h 57m
United Airlines
Sat 2/285:00 pm
SXM
-
MKE
2 stops19h 30m
United Airlines
Deal found 1/25$532
This Delta deal was found by Cheapflights users on 1/25. 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.
Tue 2/245:25 am
MKE
-
SXM
1 stop7h 25m
Delta
Tue 3/31:38 pm
SXM
-
MKE
1 stop12h 09m
Delta
Deal found 1/25$545
This Delta deal was found by Cheapflights users on 1/26. 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.
Sun 2/155:23 am
MKE
-
SXM
1 stop7h 27m
Delta
Sat 2/215:25 pm
SXM
-
MKE
1 stop8h 22m
Delta
Deal found 1/26$565
This Delta deal was found by Cheapflights users on 1/25. 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.
Wed 3/115:45 am
MKE
-
SXM
1 stop7h 09m
Delta
Wed 3/1812:55 pm
SXM
-
MKE
1 stop12h 03m
Delta
Deal found 1/25$605
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/112:54 pm
MKE
-
SXM
2 stops20h 56m
United Airlines
Wed 3/183:55 pm
SXM
-
MKE
2 stops19h 35m
United Airlines
Deal found 1/25$610
This American Airlines deal was found by Cheapflights users on 1/23. 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.
Tue 3/106:38 am
MKE
-
SXM
1 stop7h 50m
American Airlines
Fri 3/204:01 pm
SXM
-
MKE
1 stop19h 00m
American Airlines
Deal found 1/23$615
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Wed 3/255:10 am
MKE
-
SXM
2 stops9h 18m
American Airlines
Wed 4/12:21 pm
SXM
-
MKE
2 stops18h 28m
American Airlines
Deal found 1/24$620
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
MKE
-
SXM
1 stop7h 51m
United Airlines
Thu 2/262:52 pm
SXM
-
MKE
2 stops21h 38m
United Airlines
Deal found 1/25$624
This Delta deal was found by Cheapflights users on 1/24. 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.
Tue 3/245:45 am
MKE
-
SXM
1 stop7h 09m
Delta
Mon 3/3012:55 pm
SXM
-
MKE
1 stop12h 03m
Delta
Deal found 1/24$625

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$485
(Delta)

Popular in

June

Cheapest in

August

Average price

$695
Provider with most accurate pricing for Milwaukee-Mitchell-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Simpson Bay Princess Juliana flights.
Search Deals
From Milwaukee-Mitchell to St. Maarten
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($285 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($101 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 26, 2026.
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

Sat 2/7

2:45 pm-12:30 pm

2 stops19h 45m

Simpson Bay Princess Juliana

Fri 2/13

1:38 pm-11:47 pm

1 stop12h 09m

$479

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 2/22

5:23 am-2:50 pm

1 stop7h 27m

Simpson Bay Princess Juliana

Wed 2/25

1:38 pm-8:13 pm

1 stop8h 35m

$485

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 2/20

4:00 pm-3:57 pm

1 stop21h 57m

Simpson Bay Princess Juliana

Sat 2/28

5:00 pm-10:30 am

2 stops19h 30m

$532

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 2/24

5:25 am-2:50 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Tue 3/3

1:38 pm-11:47 pm

1 stop12h 09m

$545

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 2/26

5:23 am-2:50 pm

1 stop7h 27m

Simpson Bay Princess Juliana

Mon 3/2

1:38 pm-8:38 pm

1 stop9h 00m

$565

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 2/15

5:23 am-2:50 pm

1 stop7h 27m

Simpson Bay Princess Juliana

Sat 2/21

5:25 pm-11:47 pm

1 stop8h 22m

$565

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Wed 3/11

5:45 am-1:54 pm

1 stop7h 09m

Simpson Bay Princess Juliana

Wed 3/18

12:55 pm-11:58 pm

1 stop12h 03m

$605

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Wed 3/11

2:54 pm-12:50 pm

2 stops20h 56m

Simpson Bay Princess Juliana

Wed 3/18

3:55 pm-10:30 am

2 stops19h 35m

$610

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 3/24

2:54 pm-12:50 pm

2 stops20h 56m

Simpson Bay Princess Juliana

Mon 3/30

3:50 pm-10:00 am

2 stops19h 10m

$610

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 3/10

6:38 am-3:28 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Fri 3/20

4:01 pm-10:01 am

1 stop19h 00m

$615

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

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, February is the cheapest month in which you can book a flight from Milwaukee to St. Maarten (average of $241). 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.

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 January 26, 2026.
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
8,111 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

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
8,111 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

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
11,189 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

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 United Airlines fly from Milwaukee to St. Maarten in about 19h 45m. The time it takes to get you to your destination can typically vary by up to 2h 12m. 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, February is the cheapest month in which you can book a flight from Milwaukee to St. Maarten (average of $241). 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$605Average$734FlexibilityNo cancel feeOn-time71%
DeltaCheapest$612Average$743FlexibilityNo cancel feeOn-timeN/A

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