St. Maarten

$75+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Apr 7 — Apr 141
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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 April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$308
(Mytrip)

One-way from

$75
(FlightHub)

Popular in

June

Cheapest in

September

Average price

$1,093
Provider with most accurate pricing for Milwaukee-Mitchell-Simpson Bay Princess Juliana flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Simpson Bay Princess Juliana flights.
From Wisconsin to St. Maarten
One-way flight from Wisconsin to St. Maarten
Highest demand for flights based on searches. 21% potential increase in price ($221 potential increase over avg. RT price).
Cheapest flight prices on average. 17% potential price decrease ($119 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 2, 2025.

This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sat 4/129:54 amMSP - SXM
Nonstop5h 29mMultiple Airlines
Sat 4/193:05 pmSXM - MSP
1 stop21h 25mMultiple Airlines
Deal found 4/1$308
This Sun Country Air deal was found by Cheapflights users on 4/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/59:54 amMSP - SXM
Nonstop5h 28mSun Country Air
Sat 4/125:25 pmSXM - MSP
Nonstop5h 59mSun Country Air
Deal found 4/1$317
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/187:47 pmORD - SXM
1 stop17h 13mSpirit Airlines
Sat 5/33:05 pmSXM - ORD
1 stop10h 53mSpirit Airlines
Deal found 4/1$377
This American Airlines deal was found by Cheapflights users on 4/1. 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 4/86:00 amMSP - SXM
1 stop8h 24mAmerican Airlines
Sun 4/131:50 pmSXM - MSP
1 stop11h 48mAmerican Airlines
Deal found 4/1$392
This Booking.com deal was found by Cheapflights users on 4/1. 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.
Sat 5/175:05 amORD - SXM
1 stop7h 55mMultiple Airlines
Sat 5/2412:34 pmSXM - ORD
1 stop20h 48mMultiple Airlines
Deal found 4/1$403
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Sun 4/135:00 pmMKE - SXM
1 stop20h 00mSpirit Airlines
Wed 4/163:05 pmSXM - MKE
1 stop26h 00mSpirit Airlines
Deal found 4/1$446
This Delta deal was found by Cheapflights users on 4/1. 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 4/37:05 amMSP - SXM
Nonstop5h 20mDelta
Thu 4/102:50 pmSXM - MSP
Nonstop6h 11mDelta
Deal found 4/1$473
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sun 4/202:45 pmMSP - SXM
2 stops22h 15mSpirit Airlines
Sat 4/263:05 pmSXM - MSP
3 stops23h 35mSpirit Airlines
Deal found 4/1$496
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Fri 4/114:02 pmMKE - SXM
2 stops20h 58mMultiple Airlines
Wed 4/163:05 pmSXM - MKE
1 stop26h 00mMultiple Airlines
Deal found 4/1$497
This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/35:10 amORD - SXM
2 stops53h 18mFrontier
Mon 7/76:26 pmSXM - ORD
2 stops30h 02mFrontier
Deal found 4/1$499
This Delta deal was found by Cheapflights users on 4/1. 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 5/65:45 amMKE - SXM
1 stop7h 20mDelta
Thu 5/223:19 pmSXM - MKE
1 stop9h 35mDelta
Deal found 4/1$545
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Mon 5/511:27 amGRB - SXM
2 stops24h 48mAmerican Airlines
Fri 5/94:40 pmSXM - GRB
2 stops26h 10mAmerican Airlines
Deal found 4/1$550

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 April 2, 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

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 4/12

9:54 am-4:23 pm

Nonstop5h 29m

Simpson Bay Princess Juliana

Sat 4/19

3:05 pm-11:30 am

1 stop21h 25m

$308

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/18

7:47 pm-2:00 pm

1 stop17h 13m

Simpson Bay Princess Juliana

Sat 5/3

3:05 pm-12:58 am

1 stop10h 53m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/17

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 5/24

12:34 pm-8:22 am

1 stop20h 48m

$403

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 4/13

5:00 pm-2:00 pm

1 stop20h 00m

Simpson Bay Princess Juliana

Wed 4/16

3:05 pm-4:05 pm

1 stop26h 00m

$446

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sun 4/20

2:45 pm-2:00 pm

2 stops22h 15m

Simpson Bay Princess Juliana

Sat 4/26

3:05 pm-1:40 pm

3 stops23h 35m

$496

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 7/3

5:10 am-11:28 am

2 stops53h 18m

Simpson Bay Princess Juliana

Mon 7/7

6:26 pm-11:28 pm

2 stops30h 02m

$499

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 5/6

5:45 am-2:05 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Thu 5/22

3:19 pm-11:54 pm

1 stop9h 35m

$545

Green BaySimpson Bay

GRB - SXM

GRBSXM

Green Bay Austin-Straubel

Mon 5/5

11:27 am-1:15 pm

2 stops24h 48m

Simpson Bay Princess Juliana

Fri 5/9

4:40 pm-5:50 pm

2 stops26h 10m

$550

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 5/6

6:38 pm-2:24 pm

2 stops18h 46m

Simpson Bay Princess Juliana

Thu 5/22

2:05 pm-11:58 pm

1 stop10h 53m

$550

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Fri 5/9

5:00 am-1:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Fri 5/16

2:05 pm-10:32 pm

1 stop9h 27m

$567

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 35 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 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 April 2, 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 April 2, 2025.
To help decide which airline to fly from Wisconsin to St. Maarten, see what other customers have to say about Delta, Copa Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 Sun Country Air. According to our data, you can fly for as low as $75. Users have also found prices from $139 and $153 on Spirit Airlines and Delta, 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 July is currently the most expensive (average of $675). 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.

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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$469Average$782FlexibilityNo cancel feeOn-time71%
DeltaCheapest$469Average$811FlexibilityNo cancel feeOn-timeN/A

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