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$161+ Cheap flights from St. Maarten to Wisconsin

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MKE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from St. Maarten to Wisconsin

Cheapest flights from St. Maarten to Wisconsin
Explore the most affordable flight options available from St. Maarten to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/212:20 pmSXM - ORD
Nonstop6h 01mUnited Airlines
Sun 12/288:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 12/17$629
This Flysmarter deal was found by Cheapflights users on 12/17. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:40 pmSXM - ORD
1 stop21h 38mAir Canada
Sun 12/286:00 pmORD - SXM
2 stops20h 00mAir Canada
Deal found 12/17$701
This Flighttix deal was found by Cheapflights users on 12/17. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:40 pmSXM - ORD
1 stop21h 38mMultiple Airlines
Sun 12/287:41 pmORD - SXM
1 stop15h 03mMultiple Airlines
Deal found 12/17$717

Find flight deals from St. Maarten to Wisconsin

Keep the following information in mind while searching for St. Maarten to Wisconsin flight deals. Data was last updated December 18, 2025.

Round-trip from

$245
(Super.com)

One-way from

$161
(Cheapflightsfares)
From St. Maarten to Wisconsin
Search Deals
One-way flight from St. Maarten to Wisconsin
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Maarten to Wisconsin 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 December 18, 2025.
Use the filters below to find and compare flights from St. Maarten to Wisconsin that are best for you.

Fly from

St. Maarten

Fly to

Wisconsin

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 1/17

3:15 pm-11:46 pm

1 stop10h 31m

Chicago O'Hare Intl

Sat 1/24

5:15 am-2:10 pm

1 stop6h 55m

$245

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:20 pm-11:47 pm

1 stop10h 27m

Chicago O'Hare Intl

Sat 2/21

5:15 am-2:15 pm

1 stop7h 00m

$256

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 1/17

3:15 pm-11:46 pm

1 stop10h 31m

Chicago O'Hare Intl

Sun 1/25

8:43 pm-2:10 pm

1 stop15h 27m

$256

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 1/16

3:15 pm-11:22 am

1 stop22h 07m

Chicago O'Hare Intl

Sun 1/25

5:15 am-2:10 pm

1 stop6h 55m

$256

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 1/16

3:15 pm-11:22 am

1 stop22h 07m

Chicago O'Hare Intl

Sat 1/24

5:15 am-2:10 pm

1 stop6h 55m

$281

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/18

3:15 pm-11:47 am

2 stops46h 32m

Chicago O'Hare Intl

Sun 1/25

5:15 am-2:10 pm

1 stop6h 55m

$284

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/18

3:15 pm-11:46 pm

1 stop10h 31m

Chicago O'Hare Intl

Fri 1/23

8:43 pm-2:10 pm

1 stop15h 27m

$303

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 1/16

4:20 pm-5:52 pm

2 stops27h 32m

Chicago O'Hare Intl

Fri 1/23

8:43 pm-2:10 pm

1 stop15h 27m

$427

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 1/22

3:40 pm-6:55 pm

2 stops29h 15m

Chicago O'Hare Intl

Sun 1/25

6:28 pm-4:00 pm

1 stop19h 32m

$500

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

Thu 1/29

3:40 pm-2:52 pm

2 stops25h 12m

Madison Truax Field

Mon 2/2

5:25 pm-4:00 pm

2 stops20h 35m

$1,621

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 20 results
1
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Best time to book a flight from St. Maarten to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from St. Maarten 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 St. Maarten to Wisconsin
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from St. Maarten to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from St. Maarten to Wisconsin?

    Airlines like Spirit Airlines fly from St. Maarten to Wisconsin in about 10h 31m. The time it takes to get you to your destination can typically vary by up to . St. Maarten and Wisconsin are separated by a distance of 2204 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from St. Maarten to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for St. Maarten to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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