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Saint Martin Island

$183+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$333
(Cheapflightsfares)

One-way from

$183
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$544
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. 21% potential increase in price ($216 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($75 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/25:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Mon 6/93:05 pmSXM - ORD
1 stop18h 45mSpirit Airlines
Deal found 4/30$333
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/65:08 pmORD - SXM
1 stop17h 15mMultiple Airlines
Sat 6/143:05 pmSXM - ORD
1 stop18h 45mMultiple Airlines
Deal found 4/29$383
This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/25:01 amORD - SXM
2 stops11h 15mFrontier
Sat 8/96:26 pmSXM - ORD
2 stops30h 18mFrontier
Deal found 4/30$413
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/206:32 pmMSP - SXM
2 stops18h 28mMultiple Airlines
Fri 6/273:05 pmSXM - MSP
2 stops29h 41mMultiple Airlines
Deal found 4/29$501
This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/136:00 amMSP - SXM
2 stops28h 26mFrontier
Sat 6/2112:36 pmSXM - MSP
2 stops23h 56mFrontier
Deal found 4/30$553
This Copa Airlines deal was found by Cheapflights users on 4/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/33:07 pmORD - SXM
1 stop19h 17mCopa Airlines
Sun 7/612:23 pmSXM - ORD
1 stop12h 57mCopa Airlines
Deal found 4/30$604
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 10/219:56 amGRB - SXM
2 stops26h 19mAmerican Airlines
Fri 10/312:35 pmSXM - GRB
2 stops19h 46mAmerican Airlines
Deal found 4/30$611
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/306:23 pmMKE - SXM
2 stops20h 08mAmerican Airlines
Fri 6/64:05 pmSXM - MKE
2 stops19h 32mAmerican Airlines
Deal found 4/30$617
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/106:00 amORD - SXM
1 stop8h 05mAmerican Airlines
Tue 6/172:34 pmSXM - ORD
1 stop8h 55mAmerican Airlines
Deal found 4/29$622
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:00 amORD - SXM
1 stop7h 41mJetBlue
Sat 8/2312:15 pmSXM - ORD
1 stop12h 10mJetBlue
Deal found 4/29$635
This Justfly.com deal was found by Cheapflights users on 4/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:25 pmORD - SXM
2 stops17h 30mAir Canada
Sun 12/144:55 pmSXM - ORD
2 stops20h 03mAir Canada
Deal found 4/30$679
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 10/206:11 pmATW - SXM
2 stops19h 59mAmerican Airlines
Fri 10/312:35 pmSXM - ATW
2 stops9h 49mAmerican Airlines
Deal found 4/30$682

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 May 1, 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

Mon 6/2

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 6/9

3:05 pm-8:50 am

1 stop18h 45m

$333

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 6/6

5:08 pm-11:23 am

1 stop17h 15m

Simpson Bay Princess Juliana

Sat 6/14

3:05 pm-8:50 am

1 stop18h 45m

$383

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 8/2

5:01 am-5:16 pm

2 stops11h 15m

Simpson Bay Princess Juliana

Sat 8/9

6:26 pm-11:44 pm

2 stops30h 18m

$413

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Fri 6/20

6:32 pm-2:00 pm

2 stops18h 28m

Simpson Bay Princess Juliana

Fri 6/27

3:05 pm-7:46 pm

2 stops29h 41m

$501

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Fri 6/13

6:00 am-11:26 am

2 stops28h 26m

Simpson Bay Princess Juliana

Sat 6/21

12:36 pm-11:32 am

2 stops23h 56m

$553

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 7/3

3:07 pm-11:24 am

1 stop19h 17m

Simpson Bay Princess Juliana

Sun 7/6

12:23 pm-12:20 am

1 stop12h 57m

$604

Green BaySimpson Bay

GRB - SXM

GRBSXM

Green Bay Austin-Straubel

Tue 10/21

9:56 am-1:15 pm

2 stops26h 19m

Simpson Bay Princess Juliana

Fri 10/31

2:35 pm-9:21 am

2 stops19h 46m

$611

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 5/30

6:38 pm-11:35 am

1 stop15h 57m

Simpson Bay Princess Juliana

Fri 6/6

4:05 pm-11:58 am

2 stops20h 53m

$617

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 6/10

6:00 am-3:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Tue 6/17

2:34 pm-10:29 pm

1 stop8h 55m

$622

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 8/16

6:00 am-2:41 pm

1 stop7h 41m

Simpson Bay Princess Juliana

Sat 8/23

12:15 pm-11:25 pm

1 stop12h 10m

$635

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 26 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 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 May 1, 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 May 1, 2025.
To help decide which airline to fly from Wisconsin to Saint Martin Island, see what other customers have to say about Delta, United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,963 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    $183 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 American Airlines and Delta, with prices starting from $309 and $345, 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 July is currently the most expensive (average of $669). 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

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$469Average$786FlexibilityNo cancel feeOn-time71%
DeltaCheapest$479Average$811FlexibilityNo cancel feeOn-timeN/A

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