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St. Maarten

$221+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$577
(United Airlines)

One-way from

$221
(Priceline)

Popular in

June

Cheapest in

May

Average price

$603
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 ($264 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($117 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 11/155:00 amMKE - SXM
1 stop8h 57mUnited Airlines
Sat 11/222:40 pmSXM - MKE
1 stop9h 19mUnited Airlines
Deal found 9/11$577
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 11/156:44 pmMKE - SXM
2 stops19h 38mAmerican Airlines
Sat 11/225:03 pmSXM - MKE
2 stops18h 31mAmerican Airlines
Deal found 9/11$635
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 11/212:53 pmMKE - SXM
1 stop23h 18mAmerican Airlines
Mon 11/242:51 pmSXM - MKE
1 stop10h 05mAmerican Airlines
Deal found 9/11$768
This Delta deal was found by Cheapflights users on 9/11. 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 9/205:40 amMKE - SXM
1 stop7h 10mDelta
Sat 9/273:20 pmSXM - MKE
1 stop9h 28mDelta
Deal found 9/11$848
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 9/203:00 pmMKE - SXM
2 stops21h 19mAmerican Airlines
Sat 9/272:20 pmSXM - MKE
2 stops21h 12mAmerican Airlines
Deal found 9/10$862

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 September 11, 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

Sat 11/15

5:00 am-3:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Sat 11/22

2:40 pm-9:59 pm

1 stop9h 19m

$577

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 11/15

6:44 pm-4:22 pm

2 stops19h 38m

Simpson Bay Princess Juliana

Sat 11/22

5:03 pm-9:34 am

2 stops18h 31m

$635

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 11/21

2:53 pm-4:11 pm

1 stop23h 18m

Simpson Bay Princess Juliana

Mon 11/24

2:51 pm-10:56 pm

1 stop10h 05m

$768

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 9/20

5:40 am-1:50 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sat 9/27

3:20 pm-11:48 pm

1 stop9h 28m

$848

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 9/20

3:00 pm-1:19 pm

2 stops21h 19m

Simpson Bay Princess Juliana

Sat 9/27

2:20 pm-10:32 am

2 stops21h 12m

$862

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 2/26

8:24 pm-3:10 pm

1 stop16h 46m

$221

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 2/26

6:50 pm-4:15 pm

2 stops19h 25m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 $459). Flying from Milwaukee to St. Maarten in March is currently the most expensive (average of $652). 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 September 11, 2025.

When flying from Milwaukee to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 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
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 United Airlines and American Airlines fly from Milwaukee to St. Maarten in about 8h 57m. The time it takes to get you to your destination can typically vary by up to 10h 41m. 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 $459). Flying from Milwaukee to St. Maarten in March is currently the most expensive (average of $652). 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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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$572Average$696FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$584Average$750FlexibilityNo cancel feeOn-time71%

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