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Saint Martin Island

$139+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$312
(Booking.com)

One-way from

$139
(Cheapflightsfares)

Popular in

June

Cheapest in

May

Average price

$767
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 ($264 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($117 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Booking.com deal was found by Cheapflights users on 7/30. 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 stop7h 55mSpirit Airlines
Sat 9/133:05 pmSXM - ORD
1 stop8h 43mSpirit Airlines
Deal found 7/30$312
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Mon 8/186:56 amORD - SXM
2 stops9h 25mMultiple Airlines
Wed 8/273:05 pmSXM - ORD
1 stop9h 54mMultiple Airlines
Deal found 7/30$414
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Fri 9/127:24 amMSP - SXM
2 stops29h 36mMultiple Airlines
Fri 9/193:05 pmSXM - MSP
2 stops18h 21mMultiple Airlines
Deal found 7/29$489
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 9/145:40 amMKE - SXM
1 stop7h 10mDelta
Sun 9/213:20 pmSXM - MKE
1 stop9h 28mDelta
Deal found 7/31$497
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Sat 9/279:31 amMSP - SXM
2 stops51h 29mSpirit Airlines
Fri 10/33:05 pmSXM - MSP
2 stops18h 21mSpirit Airlines
Deal found 7/30$508
This Delta deal was found by Cheapflights users on 7/29. 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.
Fri 9/125:40 amMSN - SXM
1 stop7h 10mDelta
Fri 9/193:20 pmSXM - MSN
1 stop8h 39mDelta
Deal found 7/29$612
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 9/75:34 amATW - SXM
1 stop7h 22mDelta
Sun 9/143:20 pmSXM - ATW
1 stop8h 20mDelta
Deal found 7/31$612
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 12/114:20 pmMSN - SXM
2 stops21h 20mAmerican Airlines
Tue 12/163:35 pmSXM - MSN
2 stops20h 43mAmerican Airlines
Deal found 7/29$617
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/292:05 pmMKE - SXM
2 stops22h 32mAmerican Airlines
Wed 11/53:20 pmSXM - MKE
2 stops18h 40mAmerican Airlines
Deal found 7/30$617
This United Airlines deal was found by Cheapflights users on 7/31. 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 11/12:45 pmMKE - SXM
1 stop24h 12mUnited Airlines
Sat 11/82:51 pmSXM - MKE
1 stop28h 26mUnited Airlines
Deal found 7/31$619
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/274:35 pmGRB - SXM
2 stops19h 44mAmerican Airlines
Sat 10/42:40 pmSXM - GRB
2 stops19h 38mAmerican Airlines
Deal found 7/30$656
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Sun 9/76:19 pmATW - SXM
2 stops18h 00mAmerican Airlines
Sun 9/142:20 pmSXM - ATW
2 stops19h 46mAmerican Airlines
Deal found 7/31$661

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 July 31, 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 9/6

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 9/13

3:05 pm-10:48 pm

1 stop8h 43m

$312

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 8/18

6:56 am-5:21 pm

2 stops9h 25m

Simpson Bay Princess Juliana

Wed 8/27

3:05 pm-11:59 pm

1 stop9h 54m

$414

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Fri 9/12

7:24 am-2:00 pm

2 stops29h 36m

Simpson Bay Princess Juliana

Fri 9/19

3:05 pm-8:26 am

2 stops18h 21m

$489

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 9/14

5:40 am-1:50 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sun 9/21

3:20 pm-11:48 pm

1 stop9h 28m

$497

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 9/27

9:31 am-2:00 pm

2 stops51h 29m

Simpson Bay Princess Juliana

Fri 10/3

3:05 pm-8:26 am

2 stops18h 21m

$508

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Sat 1/24

4:17 pm-3:20 pm

2 stops21h 03m

Simpson Bay Princess Juliana

Thu 1/29

5:20 pm-10:06 am

2 stops18h 46m

$592

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Fri 9/12

5:40 am-1:50 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Fri 9/19

3:20 pm-10:59 pm

1 stop8h 39m

$612

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Sun 9/7

5:34 am-1:56 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Sun 9/14

3:20 pm-10:40 pm

1 stop8h 20m

$612

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Wed 10/29

2:05 pm-1:37 pm

2 stops22h 32m

Simpson Bay Princess Juliana

Wed 11/5

3:20 pm-8:00 am

2 stops18h 40m

$617

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 11/1

2:45 pm-3:57 pm

1 stop24h 12m

Simpson Bay Princess Juliana

Sat 11/8

2:51 pm-5:17 pm

1 stop28h 26m

$619

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 31 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 $655). 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 July 31, 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.

Reviews of airlines servicing Saint Martin Island

Get insights into the airlines that provide service to Saint Martin Island. 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 Saint Martin Island. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Wisconsin to Saint Martin Island, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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
2,978 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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!
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

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 Saint Martin Island. 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 Saint Martin Island one-way?

    $139 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 Frontier and Air Canada, with prices starting from $216 and $291, respectively.

  • 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 $655). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$504Average$784FlexibilityNo cancel feeOn-time71%
DeltaCheapest$514Average$680FlexibilityNo cancel feeOn-timeN/A

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