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Saint Martin Island

$142+ Cheap flights from Wisconsin to Saint Martin Island

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheap flight deals from Wisconsin to Saint Martin Island

Keep the following information in mind while searching for Wisconsin to Saint Martin Island flight deals. Data was last updated September 19, 2025.

Round-trip from

$342
(Cheapflightsfares)

One-way from

$142
(Priceline)

Popular in

June

Cheapest in

September

Average price

$612
From Wisconsin to Saint Martin Island
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One-way flight from Wisconsin to Saint Martin Island
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Highest demand for flights based on searches. 24% potential increase in price ($280 potential increase over avg. RT price).
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Cheapest flight prices on average. 15% potential price decrease ($114 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Saint Martin Island

Cheapest flights from Wisconsin to Saint Martin Island
Explore the most affordable flight options available from Wisconsin to Saint Martin Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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.
Sat 11/15:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Wed 11/54:28 pmSXM - ORD
1 stop9h 14mSpirit Airlines
Deal found 9/18$342
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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.
Sat 10/185:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 10/253:05 pmSXM - ORD
1 stop9h 40mSpirit Airlines
Deal found 9/18$345
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Fri 10/313:05 pmSXM - ORD
1 stop10h 58mSpirit Airlines
Deal found 9/17$350
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 11/84:28 pmSXM - ORD
1 stop9h 14mSpirit Airlines
Deal found 9/17$351
This Orbitz deal was found by Cheapflights users on 9/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:05 pmORD - SXM
2 stops43h 55mMultiple Airlines
Sat 12/64:28 pmSXM - ORD
1 stop9h 14mMultiple Airlines
Deal found 9/17$369
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:15 pmORD - SXM
1 stop17h 45mMultiple Airlines
Wed 12/34:28 pmSXM - ORD
1 stop9h 14mMultiple Airlines
Deal found 9/17$371
This Orbitz deal was found by Cheapflights users on 9/18. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:05 amORD - SXM
1 stop8h 05mMultiple Airlines
Sat 12/134:30 pmSXM - ORD
1 stop9h 38mMultiple Airlines
Deal found 9/18$373
This Orbitz deal was found by Cheapflights users on 9/16. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:05 amORD - SXM
1 stop8h 05mMultiple Airlines
Fri 11/145:00 pmSXM - ORD
2 stops41h 01mMultiple Airlines
Deal found 9/16$384
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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.
Sun 10/197:43 pmORD - SXM
1 stop17h 17mSpirit Airlines
Sat 10/253:05 pmSXM - ORD
1 stop9h 40mSpirit Airlines
Deal found 9/18$386
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:05 amORD - SXM
1 stop7h 55mMultiple Airlines
Fri 10/314:00 pmSXM - ORD
2 stops20h 18mMultiple Airlines
Deal found 9/17$405
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Wed 11/195:00 amORD - SXM
2 stops9h 22mAmerican Airlines
Sun 11/235:24 pmSXM - ORD
2 stops15h 40mAmerican Airlines
Deal found 9/18$410
This Mytrip deal was found by Cheapflights users on 9/18. 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 11/23:30 pmMSP - SXM
2 stops21h 29mMultiple Airlines
Sun 11/912:25 pmSXM - MSP
3 stops27h 41mMultiple Airlines
Deal found 9/18$577

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Saint Martin Island 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 September 19, 2025.
Use the filters below to find and compare flights from Wisconsin to Saint Martin Island that are best for you.

Fly from

Wisconsin

Fly to

Saint Martin Island

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/21

5:05 am-3:10 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Sat 2/28

4:28 pm-11:42 pm

1 stop9h 14m

$440

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 1/24

10:08 am-5:32 pm

Nonstop5h 24m

Simpson Bay Princess Juliana

Sat 1/31

6:32 pm-10:51 pm

Nonstop6h 19m

$455

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 1/17

10:08 am-5:32 pm

Nonstop5h 24m

Simpson Bay Princess Juliana

Sat 1/31

6:32 pm-10:51 pm

Nonstop6h 19m

$455

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 2/7

10:08 am-5:32 pm

Nonstop5h 24m

Simpson Bay Princess Juliana

Sat 2/14

6:32 pm-10:51 pm

Nonstop6h 19m

$455

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/1

9:45 pm-2:19 pm

2 stops15h 34m

Simpson Bay Princess Juliana

Sat 11/15

5:24 pm-7:10 am

2 stops15h 46m

$463

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/31

6:00 pm-2:40 pm

2 stops18h 40m

Simpson Bay Princess Juliana

Sat 2/7

4:30 pm-11:35 pm

1 stop9h 05m

$483

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 11/23

5:59 pm-3:10 pm

1 stop19h 11m

Simpson Bay Princess Juliana

Wed 12/3

4:28 pm-11:42 pm

1 stop9h 14m

$488

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

2:13 pm-11:24 am

1 stop19h 11m

Simpson Bay Princess Juliana

Sun 2/1

12:25 pm-12:04 am

1 stop13h 39m

$489

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/24

2:13 pm-11:24 am

1 stop19h 11m

Simpson Bay Princess Juliana

Sun 2/1

12:25 pm-12:04 am

1 stop13h 39m

$489

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 11/19

6:44 am-4:38 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Sun 11/23

3:15 pm-10:50 pm

1 stop9h 35m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 45 results
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Best time to book a flight from Wisconsin to Saint Martin Island

Have a flexible travel schedule? Discover the best time to fly to Saint Martin Island 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 Saint Martin Island

What is the cheapest month to book a flight from Wisconsin to Saint Martin Island?

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Saint Martin Island (average of $459). Flying from Wisconsin to Saint Martin Island in March is currently the most expensive (average of $652). 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 SCH?

Find hourly flight availability from Wisconsin to Saint Martin Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Saint Martin Island as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Saint Martin Island. 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 Wisconsin to Saint Martin Island?

    Airlines like Spirit Airlines, Sun Country Air, and American Airlines fly from Wisconsin to Saint Martin Island in about 5h 24m. The time it takes to get you to your destination can typically vary by up to 10h 10m. The distance between Wisconsin and Saint Martin Island is about 2536 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Wisconsin to Saint Martin Island that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Saint Martin Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Saint Martin Island?

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

  • Can I find deals for business class flights from Wisconsin to Saint Martin Island?

    Yes. Cheapflights offers flight deals from Wisconsin to Saint Martin Island 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 Saint Martin Island?

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Saint Martin Island (average of $459). Flying from Wisconsin to Saint Martin Island in March is currently the most expensive (average of $652). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to Saint Martin Island

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 Saint Martin Island

Discover the top 2 airlines that operate flights from Wisconsin to Saint Martin Island. 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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$572Average$686FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$584Average$800FlexibilityNo cancel feeOn-time71%

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