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Saint Martin Island

$113+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
dic. 4 — dic. 111
jue. 12/4
jue. 12/11
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 noviembre 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(Cheapflightsfares)

One-way from

$113
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$700
Provider with most accurate pricing for Milwaukee-Mitchell-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Simpson Bay Princess Juliana flights.
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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. 25% potential increase in price ($287 potential increase over avg. RT price).
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Cheapest flight prices on average. 15% potential price decrease ($116 potential savings vs. average RT price).
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Average for round-trip flights in November 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 noviembre 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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.
mié. 12/175:00 amORD - SXM
1 stop7h 15mSpirit Airlines
mié. 12/243:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/3$309
This Mytrip deal was found by Cheapflights users on 11/4. 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.
sáb. 12/135:00 amORD - SXM
1 stop7h 15mSpirit Airlines
mié. 12/173:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/4$310
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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.
sáb. 12/135:00 amORD - SXM
1 stop7h 15mSpirit Airlines
sáb. 12/203:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/3$328
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
jue. 12/116:15 amORD - SXM
1 stop30h 00mMultiple Airlines
mié. 12/173:20 pmSXM - ORD
1 stop10h 49mMultiple Airlines
Deal found 11/4$337
This Mytrip deal was found by Cheapflights users on 11/4. 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.
jue. 12/111:52 pmORD - SXM
2 stops22h 23mSpirit Airlines
mié. 12/173:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/4$350
This United Airlines deal was found by Cheapflights users on 11/3. 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.
sáb. 12/138:45 amORD - SXM
Nonstop5h 12mUnited Airlines
sáb. 12/202:40 pmSXM - ORD
Nonstop6h 00mUnited Airlines
Deal found 11/3$361
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/298:02 pmORD - SXM
1 stop16h 53mDelta
sáb. 12/63:25 pmSXM - ORD
2 stops24h 25mDelta
Deal found 11/2$365
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
mié. 12/38:36 amORD - SXM
2 stops23h 49mMultiple Airlines
mié. 12/103:20 pmSXM - ORD
1 stop24h 37mMultiple Airlines
Deal found 11/3$367
This Delta deal was found by Cheapflights users on 11/4. 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.
dom. 12/75:30 amORD - SXM
1 stop6h 58mDelta
mar. 12/163:53 pmSXM - ORD
1 stop8h 50mDelta
Deal found 11/4$375
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.
jue. 12/117:07 pmORD - SXM
1 stop17h 13mAmerican Airlines
dom. 12/211:39 pmSXM - ORD
1 stop13h 04mAmerican Airlines
Deal found 11/2$380
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
vie. 12/196:36 amMSP - SXM
1 stop29h 39mMultiple Airlines
vie. 12/263:20 pmSXM - MSP
2 stops32h 45mMultiple Airlines
Deal found 11/4$583
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.
sáb. 12/63:12 pmMSN - SXM
2 stops21h 08mAmerican Airlines
jue. 12/115:25 pmSXM - MSN
2 stops18h 51mAmerican Airlines
Deal found 11/2$592

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 noviembre 4, 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

sáb. 1/31

5:05 am-3:20 pm

1 stop8h 15m

Simpson Bay Princess Juliana

sáb. 2/7

3:09 pm-12:18 am

1 stop11h 09m

$345

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/3

5:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

sáb. 1/10

4:28 pm-11:42 pm

1 stop9h 14m

$351

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/17

2:13 pm-11:24 am

1 stop19h 11m

Simpson Bay Princess Juliana

vie. 1/23

12:25 pm-12:24 am

1 stop13h 59m

$369

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 12/7

5:30 am-2:28 pm

1 stop6h 58m

Simpson Bay Princess Juliana

mar. 12/16

3:53 pm-10:43 pm

1 stop8h 50m

$375

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 1/23

6:46 pm-2:17 pm

1 stop17h 31m

Simpson Bay Princess Juliana

vie. 1/30

4:20 pm-7:58 am

1 stop17h 38m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

jue. 1/22

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

jue. 1/29

1:55 pm-11:57 pm

1 stop12h 02m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 1/18

5:20 pm-12:30 pm

1 stop17h 10m

Simpson Bay Princess Juliana

vie. 1/23

4:20 pm-7:58 am

1 stop17h 38m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 1/4

6:15 pm-12:30 pm

1 stop16h 15m

Simpson Bay Princess Juliana

lun. 1/12

4:20 pm-9:44 am

1 stop19h 24m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/31

5:20 pm-12:30 pm

1 stop17h 10m

Simpson Bay Princess Juliana

sáb. 2/7

5:28 pm-11:57 pm

1 stop8h 29m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 1/30

7:30 pm-12:30 pm

1 stop15h 00m

Simpson Bay Princess Juliana

sáb. 2/7

5:28 pm-11:57 pm

1 stop8h 29m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 52 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, January is the cheapest month in which you can book a flight from Wisconsin to Saint Martin Island (average of $566). Flying from Wisconsin to Saint Martin Island in August is currently the most expensive (average of $712). 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 noviembre 4, 2025.

It’s typically best to fly out from Wisconsin to Saint Martin Island in the afternoon. Doing so could potentially save you 25% on the flight price compared to flying in the evening, which is usually more expensive.

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, Copa Airlines, and Delta fly from Wisconsin to Saint Martin Island in about 6h 58m. The time it takes to get you to your destination can typically vary by up to 12h 13m. The distance between Wisconsin and Saint Martin Island is about 2204 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Wisconsin to Saint Martin Island one-way?

    $145 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 Sun Country Air and United Airlines, with prices starting from $188 and $293, 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, January is the cheapest month in which you can book a flight from Wisconsin to Saint Martin Island (average of $566). Flying from Wisconsin to Saint Martin Island in August is currently the most expensive (average of $712). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 noviembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$584Average$707FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$605Average$800FlexibilityNo cancel feeOn-time71%

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