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

For one-way options, check prices for Sun Country Air. According to our data, you can fly for as low as $75. Users have also found prices from $139 and $153 on Spirit Airlines and Delta, respectively.

What is the cheapest month to book a flight from Wisconsin to St. Maarten?

Currently, September is the cheapest month in which you can book a flight from Wisconsin to St. Maarten (average of $459). Flying from Wisconsin to St. Maarten in July is currently the most expensive (average of $675). 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 month to fly from Wisconsin to St. Maarten?

Flights from Wisconsin to St. Maarten lean towards being more expensive in June. Prices are generally better when you fly from Wisconsin to St. Maarten in September, with the cheapest ticket starting at $469.

Can I find deals for flights from Wisconsin to St. Maarten that include hotel bookings?

Yes. In addition to deals on Wisconsin to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Wisconsin to St. Maarten?

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

Can I find deals for business class flights from Wisconsin to St. Maarten?

Yes. Cheapflights offers flight deals from Wisconsin to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$520+ Flights from Wisconsin to St. Maarten

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Cheap flight deals from Wisconsin to St. Maarten

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$308 (Mytrip)
One-way from	$75 (FlightHub)
Popular in	June
Cheapest in	September
Average price	$1,093

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 St. Maarten

Search Deals

One-way flight from Wisconsin to St. Maarten

Search Deals

Highest demand for flights based on searches. 21% potential increase in price ($221 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 17% potential price decrease ($119 potential savings vs. average RT price).

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Average for round-trip flights in April 2025

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Find flight deals from Wisconsin to St. Maarten

Cheapest flights from Wisconsin to St. Maarten
Explore the most affordable flight options available from Wisconsin to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

Sat 4/129:54 amMSP - SXM

Nonstop5h 29mMultiple Airlines

Sat 4/193:05 pmSXM - MSP

1 stop21h 25mMultiple Airlines

Deal found 4/1

$308

Sat 4/59:54 amMSP - SXM

Nonstop5h 28mSun Country Air

Sat 4/125:25 pmSXM - MSP

Nonstop5h 59mSun Country Air

Deal found 4/1

$317

Fri 4/187:47 pmORD - SXM

1 stop17h 13mSpirit Airlines

Sat 5/33:05 pmSXM - ORD

1 stop10h 53mSpirit Airlines

Deal found 4/1

$377

Tue 4/86:00 amMSP - SXM

1 stop8h 24mAmerican Airlines

Sun 4/131:50 pmSXM - MSP

1 stop11h 48mAmerican Airlines

Deal found 4/1

$392

Sat 5/175:05 amORD - SXM

1 stop7h 55mMultiple Airlines

Sat 5/2412:34 pmSXM - ORD

1 stop20h 48mMultiple Airlines

Deal found 4/1

$403

Sun 4/135:00 pmMKE - SXM

1 stop20h 00mSpirit Airlines

Wed 4/163:05 pmSXM - MKE

1 stop26h 00mSpirit Airlines

Deal found 4/1

$446

Thu 4/37:05 amMSP - SXM

Nonstop5h 20mDelta

Thu 4/102:50 pmSXM - MSP

Nonstop6h 11mDelta

Deal found 4/1

$473

Sun 4/202:45 pmMSP - SXM

2 stops22h 15mSpirit Airlines

Sat 4/263:05 pmSXM - MSP

3 stops23h 35mSpirit Airlines

Deal found 4/1

$496

Fri 4/114:02 pmMKE - SXM

2 stops20h 58mMultiple Airlines

Wed 4/163:05 pmSXM - MKE

1 stop26h 00mMultiple Airlines

Deal found 4/1

$497

Thu 7/35:10 amORD - SXM

2 stops53h 18mFrontier

Mon 7/76:26 pmSXM - ORD

2 stops30h 02mFrontier

Deal found 4/1

$499

Tue 5/65:45 amMKE - SXM

1 stop7h 20mDelta

Thu 5/223:19 pmSXM - MKE

1 stop9h 35mDelta

Deal found 4/1

$545

Mon 5/511:27 amGRB - SXM

2 stops24h 48mAmerican Airlines

Fri 5/94:40 pmSXM - GRB

2 stops26h 10mAmerican Airlines

Deal found 4/1

$550

Best flights from Wisconsin to St. Maarten
Discover carefully curated flight deals from Wisconsin to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2025.

Sat 4/129:54 amMSP - SXM

Nonstop5h 29mMultiple Airlines

Sat 4/193:05 pmSXM - MSP

1 stop21h 25mMultiple Airlines

Deal found 4/1

$308

Fri 4/187:47 pmORD - SXM

1 stop17h 13mSpirit Airlines

Sat 5/33:05 pmSXM - ORD

1 stop10h 53mSpirit Airlines

Deal found 4/1

$377

Thu 7/35:10 amORD - SXM

2 stops53h 18mFrontier

Mon 7/76:26 pmSXM - ORD

2 stops30h 02mFrontier

Deal found 4/1

$499

Tue 5/65:45 amMKE - SXM

1 stop7h 20mDelta

Thu 5/223:19 pmSXM - MKE

1 stop9h 35mDelta

Deal found 4/1

$545

Mon 5/511:27 amGRB - SXM

2 stops24h 48mAmerican Airlines

Fri 5/94:40 pmSXM - GRB

2 stops26h 10mAmerican Airlines

Deal found 4/1

$550

Fri 4/118:25 pmORD - SXM

1 stop18h 20mAir Canada

Mon 4/144:15 pmSXM - ORD

1 stop17h 40mAir Canada

Deal found 4/1

$571

Tue 7/81:07 amORD - SXM

1 stop9h 17mCopa Airlines

Sun 7/1312:23 pmSXM - ORD

1 stop12h 57mCopa Airlines

Deal found 4/1

$783

Sat 8/96:00 amMSP - SXM

1 stop7h 43mUnited Airlines

Wed 8/133:55 pmSXM - MSP

2 stops19h 36mUnited Airlines

Deal found 4/1

$789

Sat 5/175:05 amORD - SXM

1 stop7h 55mMultiple Airlines

Sat 5/2412:34 pmSXM - ORD

1 stop20h 48mMultiple Airlines

Deal found 4/1

$403

Sat 6/141:40 pmORD - SXM

2 stops22h 35mWestJet

Sun 6/222:10 pmSXM - ORD

2 stops51h 34mWestJet

Deal found 4/1

$848

Sun 4/135:00 pmMKE - SXM

1 stop20h 00mSpirit Airlines

Wed 4/163:05 pmSXM - MKE

1 stop26h 00mSpirit Airlines

Deal found 4/1

$446

Sun 4/202:45 pmMSP - SXM

2 stops22h 15mSpirit Airlines

Sat 4/263:05 pmSXM - MSP

3 stops23h 35mSpirit Airlines

Deal found 4/1

$496

Last-minute flights from Wisconsin to St. Maarten
Discover last-minute flight deals from Wisconsin to St. Maarten. Data last updated April 2, 2025 and is based on user searches.

Thu 4/37:05 amMSP - SXM

Nonstop5h 20mDelta

Thu 4/102:50 pmSXM - MSP

Nonstop6h 11mDelta

Deal found 4/1

$473

Sat 4/59:54 amMSP - SXM

Nonstop5h 28mSun Country Air

Sat 4/125:25 pmSXM - MSP

Nonstop5h 59mSun Country Air

Deal found 4/1

$317

Tue 4/86:00 amMSP - SXM

1 stop8h 24mAmerican Airlines

Sun 4/131:50 pmSXM - MSP

1 stop11h 48mAmerican Airlines

Deal found 4/1

$392

Wed 4/95:00 amORD - SXM

1 stop7h 14mAmerican Airlines

Tue 4/153:18 pmSXM - ORD

1 stop9h 36mAmerican Airlines

Deal found 4/1

$842

Thu 4/107:33 pmORD - SXM

1 stop17h 27mSpirit Airlines

Wed 4/163:05 pmSXM - ORD

1 stop10h 15mSpirit Airlines

Deal found 4/1

$496

Thu 4/107:05 amMSP - SXM

Nonstop5h 20mDelta

Thu 4/171:46 pmSXM - MSP

1 stop11h 42mDelta

Deal found 4/1

$861

Fri 4/117:05 pmORD - SXM

1 stop20h 18mMultiple Airlines

Wed 4/163:05 pmSXM - ORD

1 stop10h 15mMultiple Airlines

Deal found 4/1

$410

Fri 4/114:02 pmMKE - SXM

2 stops20h 58mMultiple Airlines

Wed 4/163:05 pmSXM - MKE

1 stop26h 00mMultiple Airlines

Deal found 4/1

$497

Fri 4/118:25 pmORD - SXM

1 stop18h 20mAir Canada

Mon 4/144:15 pmSXM - ORD

1 stop17h 40mAir Canada

Deal found 4/1

$571

Fri 4/116:37 pmMKE - SXM

2 stops19h 47mAmerican Airlines

Tue 4/154:25 pmSXM - MKE

2 stops21h 02mAmerican Airlines

Deal found 4/1

$572

Sat 4/129:54 amMSP - SXM

Nonstop5h 29mMultiple Airlines

Sat 4/193:05 pmSXM - MSP

1 stop21h 25mMultiple Airlines

Deal found 4/1

$308

Sat 4/125:42 amMKE - SXM

1 stop8h 13mDelta

Tue 4/151:46 pmSXM - MKE

1 stop9h 07mDelta

Deal found 4/1

$567

One-way flights from Wisconsin to St. Maarten
Search for one-way flight options from Wisconsin to St. Maarten. Find affordable one-way fares based on user searches. Data last updated April 2, 2025.

Sat 4/129:54 amMSP - SXM

Nonstop5h 29mSun Country Air

Deal found 4/1

$75

Fri 4/255:36 amORD - SXM

1 stop7h 24mSpirit Airlines

Deal found 3/31

$139

Sat 4/125:20 amMSP - SXM

1 stop8h 35mDelta

Deal found 4/1

$153

Wed 8/203:00 pmMSP - SXM

2 stops21h 15mWestJet

Deal found 3/31

$222

Sat 4/1911:45 amORD - SXM

2 stops22h 35mMultiple Airlines

Deal found 3/31

$233

Mon 5/125:30 amORD - SXM

1 stop7h 24mDelta

Deal found 4/1

$308

Sat 4/1210:30 pmMSP - SXM

3 stops38h 46mMultiple Airlines

Deal found 4/1

$353

Fri 5/165:00 amORD - SXM

1 stop7h 15mAmerican Airlines

Deal found 4/1

$378

Sat 4/1210:37 amORD - SXM

Nonstop5h 12mUnited Airlines

Deal found 4/1

$463

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wisconsin to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 4/12

9:54 am-4:23 pm

Nonstop5h 29m

Simpson Bay Princess Juliana

Sat 4/19

3:05 pm-11:30 am

1 stop21h 25m

$308

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/18

7:47 pm-2:00 pm

1 stop17h 13m

Simpson Bay Princess Juliana

Sat 5/3

3:05 pm-12:58 am

1 stop10h 53m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/17

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 5/24

12:34 pm-8:22 am

1 stop20h 48m

$403

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 4/13

5:00 pm-2:00 pm

1 stop20h 00m

Simpson Bay Princess Juliana

Wed 4/16

3:05 pm-4:05 pm

1 stop26h 00m

$446

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sun 4/20

2:45 pm-2:00 pm

2 stops22h 15m

Simpson Bay Princess Juliana

Sat 4/26

3:05 pm-1:40 pm

3 stops23h 35m

$496

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 7/3

5:10 am-11:28 am

2 stops53h 18m

Simpson Bay Princess Juliana

Mon 7/7

6:26 pm-11:28 pm

2 stops30h 02m

$499

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 5/6

5:45 am-2:05 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Thu 5/22

3:19 pm-11:54 pm

1 stop9h 35m

$545

Green BaySimpson Bay

GRB - SXM

GRBSXM

Green Bay Austin-Straubel

Mon 5/5

11:27 am-1:15 pm

2 stops24h 48m

Simpson Bay Princess Juliana

Fri 5/9

4:40 pm-5:50 pm

2 stops26h 10m

$550

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 5/6

6:38 pm-2:24 pm

2 stops18h 46m

Simpson Bay Princess Juliana

Thu 5/22

2:05 pm-11:58 pm

1 stop10h 53m

$550

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Fri 5/9

5:00 am-1:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Fri 5/16

2:05 pm-10:32 pm

1 stop9h 27m

$567

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 35 results

Best time to book a flight from Wisconsin to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten 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 St. Maarten

What is the cheapest time of day to fly from WI to SX?

When flying from Wisconsin to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing St. Maarten

To help decide which airline to fly from Wisconsin to St. Maarten, see what other customers have to say about Delta, Copa Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,899 reviews

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

7,899 reviews

Delta

8.0

Very good

7,899 reviews

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.

Copa Airlines

7.6

Good

1,400 reviews

Delta

8.0

Very good

7,899 reviews

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

8,615 reviews

Delta

8.0

Very good

7,899 reviews

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

7,899 reviews

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

2,789 reviews

Delta

8.0

Very good

7,899 reviews

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

What are the cheapest airlines to fly from Wisconsin to St. Maarten one-way?
For one-way options, check prices for Sun Country Air. According to our data, you can fly for as low as $75. Users have also found prices from $139 and $153 on Spirit Airlines and Delta, respectively.
Can I find deals for flights from Wisconsin to St. Maarten that include hotel bookings?
Yes. In addition to deals on Wisconsin to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Wisconsin to St. Maarten?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to St. Maarten.
Can I find deals for business class flights from Wisconsin to St. Maarten?
Yes. Cheapflights offers flight deals from Wisconsin to St. Maarten 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 St. Maarten?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to St. Maarten (average of $459). Flying from Wisconsin to St. Maarten in July is currently the most expensive (average of $675). 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

Alternative routes for Wisconsin to St. Maarten

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John F Kennedy Intl to Bridgetown flights

Atlanta to Montego Bay flights

Newark to Simpson Bay flights

LaGuardia to Montego Bay flights

John F Kennedy Intl to Saint Thomas Island flights

O'Hare Intl to Punta Cana flights

Dallas/Fort Worth to Luis Munoz Marin Intl flights

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John F Kennedy Intl to Kingston flights

John F Kennedy Intl to Simpson Bay flights

John F Kennedy Intl to St. John's flights

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Newark to Providenciales flights

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Philadelphia to Punta Cana flights

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Newark to Saint Thomas Island flights

Boston to Punta Cana flights

Hobby to Luis Munoz Marin Intl flights

Top 2 airlines flying from Wisconsin to St. Maarten

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$469	Average$782	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$469	Average$811	FlexibilityNo cancel fee	On-timeN/A

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$75+ Cheap flights from Wisconsin to St. Maarten

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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Wisconsin to St. Maarten with Cheapflights

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Cheap flight deals from Wisconsin to St. Maarten

Keep the following information in mind while searching for Wisconsin to St. Maarten flight deals. Data was last updated April 2, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Wisconsin to St. Maarten

Cheapest flights from Wisconsin to St. MaartenExplore the most affordable flight options available from Wisconsin to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

Explore the most affordable flight options available from Wisconsin to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wisconsin to St. Maarten that are best for you.

Best time to book a flight from Wisconsin to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Wisconsin with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to St. Maarten

What is the cheapest time of day to fly from WI to SX?

Find hourly flight availability from Wisconsin to St. Maarten. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2025.

Reviews of airlines servicing St. Maarten

To help decide which airline to fly from Wisconsin to St. Maarten, see what other customers have to say about Delta, Copa Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to St. Maarten. 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 St. Maarten one-way?

Can I find deals for flights from Wisconsin to St. Maarten that include hotel bookings?

How can I find direct flights from Wisconsin to St. Maarten?

Can I find deals for business class flights from Wisconsin to St. Maarten?

What is the cheapest month to book a flight from Wisconsin to St. Maarten?

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 St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Wisconsin to St. Maarten

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Cheapest flights from Wisconsin to St. Maarten
Explore the most affordable flight options available from Wisconsin to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.