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St. Maarten

$318+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 12/66:34 pmMKE - SXM
1 stop17h 24mAmerican Airlines
Thu 12/112:51 pmSXM - MKE
1 stop11h 10mAmerican Airlines
Deal found 10/27$587
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/63:52 pmMKE - SXM
2 stops20h 28mAmerican Airlines
Wed 12/105:25 pmSXM - MKE
2 stops19h 18mAmerican Airlines
Deal found 10/27$592
This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 11/285:45 amMKE - SXM
1 stop7h 10mDelta
Wed 12/33:53 pmSXM - MKE
1 stop10h 01mDelta
Deal found 10/28$612
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:50 pmMKE - SXM
2 stops19h 35mAmerican Airlines
Tue 12/165:25 pmSXM - MKE
2 stops19h 49mAmerican Airlines
Deal found 10/26$617
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/66:34 pmMKE - SXM
2 stops19h 51mAmerican Airlines
Tue 12/95:25 pmSXM - MKE
2 stops19h 49mAmerican Airlines
Deal found 10/27$631
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/53:42 pmMKE - SXM
2 stops20h 38mAmerican Airlines
Tue 12/95:25 pmSXM - MKE
2 stops24h 28mAmerican Airlines
Deal found 10/27$656
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/53:45 pmMKE - SXM
1 stop18h 25mAmerican Airlines
Wed 12/102:51 pmSXM - MKE
1 stop10h 10mAmerican Airlines
Deal found 10/27$663
This Delta deal was found by Cheapflights users on 10/27. 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 10/27$770
This Delta deal was found by Cheapflights users on 10/27. 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 12/65:45 amMKE - SXM
1 stop7h 05mDelta
Tue 12/93:53 pmSXM - MKE
1 stop10h 01mDelta
Deal found 10/27$846
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:34 amMKE - SXM
3 stops25h 41mMultiple Airlines
Tue 12/94:20 pmSXM - MKE
2 stops21h 09mMultiple Airlines
Deal found 10/27$907

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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$587
(American Airlines)

One-way from

$318
(Delta)

Popular in

June

Cheapest in

September

Average price

$671
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
Search Deals
One-way flight from Milwaukee-Mitchell to St. Maarten
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($282 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 15% potential price decrease ($115 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 28, 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 12/6

6:34 pm-1:58 pm

1 stop17h 24m

Simpson Bay Princess Juliana

Wed 12/10

2:51 pm-11:01 pm

1 stop10h 10m

$587

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 12/6

6:34 pm-1:58 pm

1 stop17h 24m

Simpson Bay Princess Juliana

Fri 12/12

2:51 pm-11:01 pm

1 stop10h 10m

$587

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 1/3

4:57 pm-1:26 pm

1 stop18h 29m

Simpson Bay Princess Juliana

Fri 1/9

2:03 pm-10:58 pm

1 stop10h 55m

$587

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 12/6

3:23 pm-2:20 pm

2 stops20h 57m

Simpson Bay Princess Juliana

Thu 12/11

3:20 pm-8:17 am

2 stops18h 57m

$592

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 11/28

5:45 am-2:55 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Wed 12/3

3:53 pm-11:54 pm

1 stop10h 01m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 1/9

5:30 am-2:55 pm

1 stop7h 25m

$318

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 1/9

3:53 pm-12:58 pm

2 stops19h 05m

$318

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 12/19

8:15 pm-2:15 pm

2 stops16h 00m

$479

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 12/19

11:08 am-1:59 pm

1 stop24h 51m

$492

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 12/19

6:27 pm-11:28 am

3 stops39h 01m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 October 28, 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 October 28, 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
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 American Airlines fly from Milwaukee to St. Maarten in about 17h 24m. The time it takes to get you to your destination can typically vary by up to . The distance from Milwaukee to St. Maarten is about 2248 mi.

  • What are the cheapest airlines to fly from Milwaukee to St. Maarten one-way?

    One-way options have recently been found by users for as low as $318 on Delta. Other airlines that offer cheap prices include American Airlines from $318 and Spirit Airlines from $479 one-way.

  • 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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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$584Average$721FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$605Average$735FlexibilityNo cancel feeOn-time71%

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