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St. Maarten

$139+ Cheap flights from Wisconsin 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheap flight deals from Wisconsin to St. Maarten

Keep the following information in mind while searching for Wisconsin to St. Maarten flight deals. Data was last updated julio 31, 2025.

Round-trip from

$312
(Booking.com)

One-way from

$139
(Cheapflightsfares)

Popular in

June

Cheapest in

May

Average price

$767
From Wisconsin to St. Maarten
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One-way flight from Wisconsin 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 July 2025
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Find flight deals from Wisconsin to St. Maarten

Cheapest flights from Wisconsin to St. Maarten
Explore the most affordable flight options available from Wisconsin to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/65:05 amORD - SXM
1 stop7h 55mSpirit Airlines
sáb. 9/133:05 pmSXM - ORD
1 stop8h 43mSpirit Airlines
Deal found 7/30$312
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/186:56 amORD - SXM
2 stops9h 25mMultiple Airlines
mié. 8/273:05 pmSXM - ORD
1 stop9h 54mMultiple Airlines
Deal found 7/30$414
This Mytrip deal was found by Cheapflights users on 7/29. 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.
vie. 9/127:24 amMSP - SXM
2 stops29h 36mMultiple Airlines
vie. 9/193:05 pmSXM - MSP
2 stops18h 21mMultiple Airlines
Deal found 7/29$489
This Delta deal was found by Cheapflights users on 7/31. 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.
dom. 9/145:40 amMKE - SXM
1 stop7h 10mDelta
dom. 9/213:20 pmSXM - MKE
1 stop9h 28mDelta
Deal found 7/31$497
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/279:31 amMSP - SXM
2 stops51h 29mSpirit Airlines
vie. 10/33:05 pmSXM - MSP
2 stops18h 21mSpirit Airlines
Deal found 7/30$508
This Delta deal was found by Cheapflights users on 7/29. 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.
vie. 9/125:40 amMSN - SXM
1 stop7h 10mDelta
vie. 9/193:20 pmSXM - MSN
1 stop8h 39mDelta
Deal found 7/29$612
This Delta deal was found by Cheapflights users on 7/31. 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.
dom. 9/75:34 amATW - SXM
1 stop7h 22mDelta
dom. 9/143:20 pmSXM - ATW
1 stop8h 20mDelta
Deal found 7/31$612
This American Airlines deal was found by Cheapflights users on 7/29. 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.
jue. 12/114:20 pmMSN - SXM
2 stops21h 20mAmerican Airlines
mar. 12/163:35 pmSXM - MSN
2 stops20h 43mAmerican Airlines
Deal found 7/29$617
This American Airlines deal was found by Cheapflights users on 7/30. 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.
mié. 10/292:05 pmMKE - SXM
2 stops22h 32mAmerican Airlines
mié. 11/53:20 pmSXM - MKE
2 stops18h 40mAmerican Airlines
Deal found 7/30$617
This United Airlines deal was found by Cheapflights users on 7/31. 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.
sáb. 11/12:45 pmMKE - SXM
1 stop24h 12mUnited Airlines
sáb. 11/82:51 pmSXM - MKE
1 stop28h 26mUnited Airlines
Deal found 7/31$619
This American Airlines deal was found by Cheapflights users on 7/30. 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.
sáb. 9/274:35 pmGRB - SXM
2 stops19h 44mAmerican Airlines
sáb. 10/42:40 pmSXM - GRB
2 stops19h 38mAmerican Airlines
Deal found 7/30$656
This American Airlines deal was found by Cheapflights users on 7/31. 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.
dom. 9/76:19 pmATW - SXM
2 stops18h 00mAmerican Airlines
dom. 9/142:20 pmSXM - ATW
2 stops19h 46mAmerican Airlines
Deal found 7/31$661

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 julio 31, 2025.
Use the filters below to find and compare flights from Wisconsin to St. Maarten that are best for you.

Fly from

Wisconsin

Fly to

St. Maarten

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 9/6

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

sáb. 9/13

3:05 pm-10:48 pm

1 stop8h 43m

$312

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

lun. 8/18

6:56 am-5:21 pm

2 stops9h 25m

Simpson Bay Princess Juliana

mié. 8/27

3:05 pm-11:59 pm

1 stop9h 54m

$414

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

vie. 9/12

7:24 am-2:00 pm

2 stops29h 36m

Simpson Bay Princess Juliana

vie. 9/19

3:05 pm-8:26 am

2 stops18h 21m

$489

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

dom. 9/14

5:40 am-1:50 pm

1 stop7h 10m

Simpson Bay Princess Juliana

dom. 9/21

3:20 pm-11:48 pm

1 stop9h 28m

$497

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

sáb. 9/27

9:31 am-2:00 pm

2 stops51h 29m

Simpson Bay Princess Juliana

vie. 10/3

3:05 pm-8:26 am

2 stops18h 21m

$508

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

sáb. 1/24

4:17 pm-3:20 pm

2 stops21h 03m

Simpson Bay Princess Juliana

jue. 1/29

5:20 pm-10:06 am

2 stops18h 46m

$592

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

vie. 9/12

5:40 am-1:50 pm

1 stop7h 10m

Simpson Bay Princess Juliana

vie. 9/19

3:20 pm-10:59 pm

1 stop8h 39m

$612

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

dom. 9/7

5:34 am-1:56 pm

1 stop7h 22m

Simpson Bay Princess Juliana

dom. 9/14

3:20 pm-10:40 pm

1 stop8h 20m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

mié. 10/29

2:05 pm-1:37 pm

2 stops22h 32m

Simpson Bay Princess Juliana

mié. 11/5

3:20 pm-8:00 am

2 stops18h 40m

$617

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

sáb. 11/1

2:45 pm-3:57 pm

1 stop24h 12m

Simpson Bay Princess Juliana

sáb. 11/8

2:51 pm-5:17 pm

1 stop28h 26m

$619

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 31 results
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Best time to book a flight from Wisconsin to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Wisconsin 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 Wisconsin to St. Maarten

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to St. Maarten (average of $459). Flying from Wisconsin to St. Maarten in March is currently the most expensive (average of $655). 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 WI to SX?

Find hourly flight availability from Wisconsin 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 julio 31, 2025.

When flying from Wisconsin 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 julio 31, 2025.
Read through reviews of airlines operating flights from Wisconsin to St. Maarten, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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!
WestJet
7.2
Good
2,978 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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!
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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 Wisconsin 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 are the cheapest airlines to fly from Wisconsin to St. Maarten one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $139. Users have also found prices from $216 and $291 on Frontier and Air Canada, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to St. Maarten (average of $459). Flying from Wisconsin to St. Maarten in March is currently the most expensive (average of $655). 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 Wisconsin 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 Wisconsin to St. Maarten

Discover the top 2 airlines that operate flights from Wisconsin 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$504Average$784FlexibilityNo cancel feeOn-time71%
DeltaCheapest$514Average$680FlexibilityNo cancel feeOn-timeN/A

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