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St. Maarten

$158+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$313
(Priceline)

One-way from

$158
(SmartFares)

Popular in

June

Cheapest in

May

Average price

$1,991
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. 23% potential increase in price ($253 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($118 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Priceline deal was found by Cheapflights users on 6/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:10 amORD - SXM
1 stop29h 15mFrontier
Sat 9/131:58 pmSXM - ORD
1 stop23h 59mFrontier
Deal found 6/11$313
This Booking.com deal was found by Cheapflights users on 6/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:05 amORD - SXM
1 stop8h 19mMultiple Airlines
Sat 9/131:58 pmSXM - ORD
1 stop23h 59mMultiple Airlines
Deal found 6/10$366
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/165:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 7/263:05 pmSXM - ORD
1 stop9h 48mSpirit Airlines
Deal found 6/10$377
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Tue 9/92:22 pmMSP - SXM
2 stops23h 02mSpirit Airlines
Sat 9/203:27 pmSXM - MSP
2 stops22h 50mSpirit Airlines
Deal found 6/12$447
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/313:48 pmMSP - SXM
3 stops21h 12mMultiple Airlines
Wed 8/63:05 pmSXM - MSP
2 stops22h 11mMultiple Airlines
Deal found 6/10$525
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:25 pmORD - SXM
1 stop17h 50mAir Canada
Sat 12/135:15 pmSXM - ORD
1 stop19h 43mAir Canada
Deal found 6/11$530
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Sun 8/34:37 pmMKE - SXM
2 stops20h 23mSpirit Airlines
Fri 8/83:05 pmSXM - MKE
2 stops49h 37mSpirit Airlines
Deal found 6/12$571
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:35 amORD - SXM
1 stop7h 21mDelta
Tue 7/153:21 pmSXM - ORD
1 stop9h 48mDelta
Deal found 6/10$587
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 10/205:19 pmMKE - SXM
2 stops18h 56mAmerican Airlines
Fri 10/244:10 pmSXM - MKE
2 stops20h 34mAmerican Airlines
Deal found 6/10$610
This American Airlines deal was found by Cheapflights users on 6/11. 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 10/186:55 pmORD - SXM
1 stop17h 20mAmerican Airlines
Sat 10/252:40 pmSXM - ORD
1 stop8h 54mAmerican Airlines
Deal found 6/11$612
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/132:01 pmMSN - SXM
2 stops22h 18mAmerican Airlines
Sat 9/202:35 pmSXM - MSN
1 stop9h 35mAmerican Airlines
Deal found 6/11$617
This Delta deal was found by Cheapflights users on 6/11. 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 9/136:00 amMKE - SXM
1 stop6h 50mDelta
Sat 9/203:15 pmSXM - MKE
1 stop9h 10mDelta
Deal found 6/11$637

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 June 12, 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

Fri 9/5

6:10 am-12:25 pm

1 stop29h 15m

Simpson Bay Princess Juliana

Sat 9/13

1:58 pm-12:57 pm

1 stop23h 59m

$313

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 9/6

5:05 am-2:24 pm

1 stop8h 19m

Simpson Bay Princess Juliana

Sat 9/13

1:58 pm-12:57 pm

1 stop23h 59m

$366

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 7/16

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 7/26

3:05 pm-11:53 pm

1 stop9h 48m

$377

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Tue 9/9

2:22 pm-2:24 pm

2 stops23h 02m

Simpson Bay Princess Juliana

Sat 9/20

3:27 pm-1:17 pm

2 stops22h 50m

$447

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Thu 7/31

3:48 pm-2:00 pm

3 stops21h 12m

Simpson Bay Princess Juliana

Wed 8/6

3:05 pm-12:16 pm

2 stops22h 11m

$525

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 12/4

8:25 pm-4:15 pm

1 stop17h 50m

Simpson Bay Princess Juliana

Sat 12/13

5:15 pm-10:58 am

1 stop19h 43m

$530

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/3

4:37 pm-2:00 pm

2 stops20h 23m

Simpson Bay Princess Juliana

Fri 8/8

3:05 pm-3:42 pm

2 stops49h 37m

$571

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 7/9

5:35 am-1:56 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Tue 7/15

3:21 pm-12:09 am

1 stop9h 48m

$587

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Mon 10/20

5:19 pm-1:15 pm

2 stops18h 56m

Simpson Bay Princess Juliana

Fri 10/24

4:10 pm-11:44 am

2 stops20h 34m

$610

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 10/18

6:55 pm-1:15 pm

1 stop17h 20m

Simpson Bay Princess Juliana

Sat 10/25

2:40 pm-10:34 pm

1 stop8h 54m

$612

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 37 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 June 12, 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 June 12, 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.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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!
Copa Airlines
7.5
Good
1,451 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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
2,868 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

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 $158. Users have also found prices from $178 and $284 on Frontier and WestJet, 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 $657). 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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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$504Average$785FlexibilityNo cancel feeOn-time71%
DeltaCheapest$509Average$710FlexibilityNo cancel feeOn-timeN/A

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