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$185+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MKE
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Cheap 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 November 2, 2025.

Round-trip from

$365
(Delta)

One-way from

$185
(Cheapflightsfares)
From St. Maarten to Wisconsin
Search Deals
One-way flight from St. Maarten to Wisconsin
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Find 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 November 2, 2025.

This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/224:30 pmSXM - ORD
1 stop19h 25mDelta
Sat 11/298:02 pmORD - SXM
1 stop16h 53mDelta
Deal found 11/1$365
This Kissandfly.com deal was found by Cheapflights users on 11/1. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/222:40 pmSXM - ORD
Nonstop6h 00mLufthansa
Sat 11/298:45 amORD - SXM
Nonstop5h 12mLufthansa
Deal found 11/1$409
This Mytrip deal was found by Cheapflights users on 11/1. 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 11/223:20 pmSXM - ORD
3 stops27h 51mSpirit Airlines
Sat 11/295:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 11/1$419
This Priceline deal was found by Cheapflights users on 11/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/173:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Wed 12/245:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 11/1$436
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Wed 12/173:20 pmSXM - ORD
1 stop10h 49mMultiple Airlines
Wed 12/249:34 amORD - SXM
2 stops22h 51mMultiple Airlines
Deal found 11/1$516
This Mytrip deal was found by Cheapflights users on 11/1. 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 11/223:20 pmSXM - ORD
3 stops27h 51mMultiple Airlines
Sat 11/298:41 amORD - SXM
2 stops24h 47mMultiple Airlines
Deal found 11/1$527
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/273:28 pmSXM - MSN
1 stop10h 25mAmerican Airlines
Fri 1/26:17 pmMSN - SXM
2 stops18h 09mAmerican Airlines
Deal found 11/2$692
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 12/272:40 pmSXM - MSN
1 stop9h 50mUnited Airlines
Fri 1/23:46 pmMSN - SXM
1 stop22h 11mUnited Airlines
Deal found 11/2$719

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 November 2, 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

4:30 pm-10:58 am

1 stop20h 28m

Chicago O'Hare Intl

Sat 1/24

5:05 am-3:10 pm

1 stop8h 05m

$381

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 1/17

2:03 pm-11:27 pm

2 stops11h 24m

Chicago O'Hare Intl

Sat 1/24

9:10 pm-1:45 pm

2 stops14h 35m

$396

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 11/22

2:40 pm-6:40 pm

Nonstop6h 00m

Chicago O'Hare Intl

Sat 11/29

8:45 am-3:57 pm

Nonstop5h 12m

$409

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 11/22

3:20 pm-5:11 pm

3 stops27h 51m

Chicago O'Hare Intl

Sat 11/29

5:00 am-2:15 pm

1 stop7h 15m

$419

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 12/17

3:20 pm-12:09 am

1 stop10h 49m

Chicago O'Hare Intl

Wed 12/24

5:00 am-2:15 pm

1 stop7h 15m

$436

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/11

2:30 pm-5:44 pm

1 stop29h 14m

Chicago O'Hare Intl

Sun 1/18

2:05 pm-2:28 pm

1 stop22h 23m

$465

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 1/11

3:40 pm-3:10 pm

2 stops25h 30m

Chicago O'Hare Intl

Sun 1/18

8:30 pm-2:40 pm

2 stops40h 10m

$509

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

2:52 pm-11:13 pm

1 stop10h 21m

Chicago O'Hare Intl

Sat 2/21

6:25 pm-1:50 pm

1 stop17h 25m

$509

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

Sat 12/27

3:28 pm-11:53 pm

1 stop10h 25m

Madison Truax Field

Fri 1/2

6:17 pm-2:26 pm

2 stops18h 09m

$692

Simpson BayMadison

SXM - MSN

SXMMSN

Simpson Bay Princess Juliana

Thu 4/23

2:35 pm-9:18 pm

1 stop7h 43m

Madison Truax Field

Sun 4/26

3:33 pm-2:10 pm

2 stops21h 37m

$702

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 23 results
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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 American Airlines, Lufthansa, and Spirit Airlines fly from St. Maarten to Wisconsin in about 6h. The time it takes to get you to your destination can typically vary by up to 21h 51m. St. Maarten and Wisconsin are separated by a distance of 2204 mi. This flight may include one or multiple stops.

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

    $185 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $370 and $375, respectively.

  • 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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