How long is the flight from Wisconsin to St. Maarten?

The flight from Wisconsin to St. Maarten depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Milwaukee (a popular airport in Wisconsin) to Simpson Bay (the most popular airport in St. Maarten), then the flight time is 6h 40m on average. If you fly from Madison (another popular airport in Wisconsin) to Simpson Bay, then the average flight time is 7h 05m.

When did momondo last update prices for flights from Wisconsin to St. Maarten?

Prices for flights from Wisconsin to St. Maarten were last updated today.

How many operators does momondo search for flights from Wisconsin to St. Maarten?

There are 7 operators available for flights from Wisconsin to St. Maarten as of April 2026.

How old do you have to be to fly from Wisconsin to St. Maarten?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to St. Maarten.

What documentation or ID do you need to fly to St. Maarten?

The travel and health documents you'll need for your trip to St. Maarten may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at St. Maarten. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$71 Cheap Flights from Wisconsin to St. Maarten in 2026

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Find the cheapest flights from Wisconsin to St. Maarten

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 pm - 1:37 pm

ORD

SXM

17h 22m

1 stop

2:35 pm - 11:15 pm

SXM

ORD

9h 40m

1 stop

$253Spirit Airlines

Sat, May 2 - Sat, May 9

7:15 pm - 1:37 pm

ORD

SXM

17h 22m

1 stop

2:42 pm - 12:24 am

SXM

ORD

10h 42m

1 stop

$254Spirit Airlines

Fri, Apr 24 - Thu, Apr 30

7:15 pm - 1:37 pm

ORD

SXM

17h 22m

1 stop

2:35 pm - 11:38 pm

SXM

ORD

10h 03m

1 stop

$257Multiple Airlines

Sat, May 2 - Thu, May 7

4:30 pm - 1:37 pm

MSP

SXM

20h 07m

2 stops

2:35 pm - 11:38 am

SXM

MSP

22h 03m

1 stop

$446Multiple Airlines

Sat, May 2 - Sat, May 9

6:47 pm - 1:53 pm

MKE

SXM

18h 06m

1 stop

3:18 pm - 11:56 pm

SXM

MKE

9h 38m

1 stop

$483Delta

Wed, Jul 1 - Tue, Jul 7

5:45 am - 1:50 pm

MSN

SXM

7h 05m

1 stop

3:20 pm - 10:35 pm

SXM

MSN

8h 15m

1 stop

$515Delta

Wed, Sep 16 - Wed, Sep 23

5:00 am - 2:25 pm

MKE

SXM

8h 25m

1 stop

2:35 pm - 10:55 pm

SXM

MKE

9h 20m

1 stop

$519Southwest

Sun, May 17 - Sat, May 23

6:31 pm - 1:20 pm

ATW

SXM

17h 49m

2 stops

2:21 pm - 12:50 pm

SXM

ATW

23h 29m

2 stops

$520American Airlines

Sat, May 2 - Fri, May 8

7:01 am - 1:21 pm

ATW

SXM

29h 20m

1 stop

2:24 pm - 10:05 am

SXM

ATW

20h 41m

2 stops

$529American Airlines

Sat, May 2 - Fri, May 8

5:40 am - 1:30 pm

MKE

SXM

6h 50m

1 stop

2:25 pm - 10:50 pm

SXM

MKE

9h 25m

1 stop

$552Southwest

Wed, May 6 - Wed, May 13

Air Canada flights from Wisconsin to St. Maarten

Our best Air Canada deals on Wisconsin to St. Maarten flight tickets

Air Canada

Jun 13

ORD7:09 amChicago O'Hare Intl

8h 51m

1 stop

SXM5:00 pmSimpson Bay Princess Juliana

Jun 20

SXM6:00 pmSimpson Bay Princess Juliana

14h 45m

2 stops

ORD7:45 amChicago O'Hare Intl

$359

Air Canada

Jun 13

ORD7:09 amChicago O'Hare Intl

8h 51m

1 stop

SXM5:00 pmSimpson Bay Princess Juliana

Jun 20

SXM6:00 pmSimpson Bay Princess Juliana

20h 22m

1 stop

ORD1:22 pmChicago O'Hare Intl

$379

Air Canada

Jun 20

ORD7:09 amChicago O'Hare Intl

8h 51m

1 stop

SXM5:00 pmSimpson Bay Princess Juliana

Jun 27

SXM6:00 pmSimpson Bay Princess Juliana

21h 55m

1 stop

ORD2:55 pmChicago O'Hare Intl

$380

Spirit Airlines flights from Wisconsin to St. Maarten

Our best Spirit Airlines deals on Wisconsin to St. Maarten flight tickets

Spirit Airlines

May 2

ORD7:15 pmChicago O'Hare Intl

17h 22m

1 stop

SXM1:37 pmSimpson Bay Princess Juliana

May 9

SXM2:35 pmSimpson Bay Princess Juliana

9h 40m

1 stop

ORD11:15 pmChicago O'Hare Intl

$253

Spirit Airlines

Apr 24

ORD7:15 pmChicago O'Hare Intl

17h 22m

1 stop

SXM1:37 pmSimpson Bay Princess Juliana

Apr 30

SXM2:42 pmSimpson Bay Princess Juliana

10h 42m

1 stop

ORD12:24 amChicago O'Hare Intl

$254

Spirit Airlines

Apr 25

ORD7:15 pmChicago O'Hare Intl

17h 22m

1 stop

SXM1:37 pmSimpson Bay Princess Juliana

May 9

SXM2:35 pmSimpson Bay Princess Juliana

9h 40m

1 stop

ORD11:15 pmChicago O'Hare Intl

$255

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/2

7:15 pm-1:37 pm

1 stop17h 22m

Simpson Bay Princess Juliana

Sat 5/9

2:35 pm-11:15 pm

1 stop9h 40m

$253

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/24

7:15 pm-1:37 pm

1 stop17h 22m

Simpson Bay Princess Juliana

Thu 4/30

2:42 pm-12:24 am

1 stop10h 42m

$254

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/2

7:15 pm-1:37 pm

1 stop17h 22m

Simpson Bay Princess Juliana

Thu 5/7

2:35 pm-11:38 pm

1 stop10h 03m

$257

MinneapolisSimpson Bay

MSP - SXM

MSPSXM

Minneapolis St Paul

Sat 5/2

4:30 pm-1:37 pm

2 stops20h 07m

Simpson Bay Princess Juliana

Sat 5/9

2:35 pm-11:38 am

1 stop22h 03m

$446

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Wed 7/1

6:47 pm-1:53 pm

1 stop18h 06m

Simpson Bay Princess Juliana

Tue 7/7

3:18 pm-11:56 pm

1 stop9h 38m

$483

Quickest round-trip

MadisonSimpson Bay

MSN - SXM

MSNSXM

Madison Truax Field

Wed 9/16

5:45 am-1:50 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Wed 9/23

3:20 pm-10:35 pm

1 stop8h 15m

$515

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 5/17

5:00 am-2:25 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Sat 5/23

2:35 pm-10:55 pm

1 stop9h 20m

$519

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Sat 5/2

6:31 pm-1:20 pm

2 stops17h 49m

Simpson Bay Princess Juliana

Fri 5/8

2:21 pm-12:50 pm

2 stops23h 29m

$520

AppletonSimpson Bay

ATW - SXM

ATWSXM

Appleton Intl

Sat 5/2

7:01 am-1:21 pm

1 stop29h 20m

Simpson Bay Princess Juliana

Fri 5/8

2:24 pm-10:05 am

2 stops20h 41m

$529

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Wed 5/6

5:40 am-1:30 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 5/13

2:25 pm-10:50 pm

1 stop9h 25m

$552

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Wisconsin to St. Maarten

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Airlines

Other information

What is the cheapest airline that flies from Wisconsin to St. Maarten?

Spirit Airlines, Air Canada, and Southwest are the most popular carriers operating from Wisconsin to St. Maarten

Cheap Wisconsin to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to St. Maarten

Fastest flight time	5h 12m
Direct flights	Sun
Airports in St. Maarten	2 airports

The fastest flight from Wisconsin to St. Maarten takes 5h 12m

Direct flights go from Wisconsin to St. Maarten on Sunday. There are no airlines offering direct flights.

There are 2 airports in St. Maarten. From Wisconsin there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

Frequently asked questions about flying from Wisconsin to St. Maarten

When did momondo last update prices for flights from Wisconsin to St. Maarten?
Prices for flights from Wisconsin to St. Maarten were last updated today.
How many operators does momondo search for flights from Wisconsin to St. Maarten?
There are 7 operators available for flights from Wisconsin to St. Maarten as of April 2026.
How old do you have to be to fly from Wisconsin to St. Maarten?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to St. Maarten.
What documentation or ID do you need to fly to St. Maarten?
The travel and health documents you'll need for your trip to St. Maarten may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at St. Maarten. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wisconsin to St. Maarten

Compare and see reviews for airlines that fly from Wisconsin to St. Maarten with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $605	Free Cancellation	Rating 7.1 11,564 reviews		Search American Airlines flights
Delta	PriceFrom $609	Free Cancellation	Rating 7.9 8,399 reviews		Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to St. Maarten?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to St. Maarten for you.

Can I find flights from Wisconsin to St. Maarten with flexible booking policies on momondo?

All flight searches from Wisconsin to St. Maarten on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Wisconsin to St. Maarten?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Wisconsin to St. Maarten.

I’m not ready to book a flight from Wisconsin to St. Maarten right now. Can momondo alert me if prices change?

If you are simply researching potential flights to St. Maarten, momondo offers a useful price alert feature which will track prices for flights to St. Maarten from Wisconsin and alert you when they change.

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Flights to Simpson Bayfrom $189

Cheap flights from Wisconsin to St. Maarten from $71

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to St. Maarten departing on 4/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Filter for what you want

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Air Canada flights from Wisconsin to St. Maarten

Our best Air Canada deals on Wisconsin to St. Maarten flight tickets

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Our best Spirit Airlines deals on Wisconsin to St. Maarten flight tickets

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How to get the cheapest flight ticket from Wisconsin to St. Maarten

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How long is the flight from Wisconsin to St. Maarten?

Cheap Wisconsin to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to St. Maarten

Fastest flight time

Direct flights

Airports in St. Maarten

Frequently asked questions about flying from Wisconsin to St. Maarten

Best airlines flying from Wisconsin to St. Maarten

Compare and see reviews for airlines that fly from Wisconsin to St. Maarten with momondo

Why use momondo?

An easier way to manage your St. Maarten trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Popular cities in St. Maarten

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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List of cabin classes available on flights landing in St. Maarten. Availability may vary depending on flight origin and airline.

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