What airlines fly to St. Maarten?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to St. Maarten from Milwaukee according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to St. Maarten. Keep in mind that there are 5 different airlines that fly to St. Maarten on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Milwaukee-Mitchell to St. Maarten?

United Airlines and WestJet are the most popular carriers operating from Milwaukee-Mitchell to St. Maarten

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to St. Maarten?

Prices for flights from Milwaukee-Mitchell Airport to St. Maarten are updated daily.

How many operators does momondo search for flights from Milwaukee-Mitchell Airport to St. Maarten?

The number of operators available for flights from Milwaukee-Mitchell Airport to St. Maarten is 4 as of October 2026.

How old do you have to be to fly from Milwaukee-Mitchell Airport to St. Maarten?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milwaukee-Mitchell Airport to St. Maarten.

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

The travel and health documents required for your trip to St. Maarten can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at St. Maarten. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$241 Cheap Flights from Milwaukee to St. Maarten in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to St. Maarten

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:35 pm - 12:34 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

21h 59m2 stops Philadelphia Miami

4:36 pm - 8:23 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

17h 47m2 stops Charlotte Douglas Chicago O'Hare Intl

$517American Airlines

Sat, Jan 9 - Sat, Jan 16

4:14 pm - 2:28 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

20h 14m2 stops Dallas/Fort Worth Miami

3:04 pm - 8:23 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

19h 19m2 stops Charlotte Douglas Chicago O'Hare Intl

$517American Airlines

Tue, Jan 12 - Sat, Jan 16

2:23 pm - 1:50 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

21h 27m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

3:55 pm - 8:02 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

17h 07m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

$571United Airlines

Tue, Mar 9 - Tue, Mar 16

5:00 am - 3:57 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

8h 57m1 stop Chicago O'Hare Intl

2:52 pm - 2:00 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

25h 08m2 stops Newark Chicago O'Hare Intl

$571United Airlines

Sat, Jan 30 - Fri, Feb 5

5:15 am - 2:15 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 00m1 stop Orlando

3:15 pm - 9:45 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

8h 30m1 stop Orlando

$587Southwest

Tue, Jan 12 - Sat, Jan 16

5:30 am - 2:57 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 27m1 stop Atlanta Hartsfield-Jackson

1:50 pm - 11:59 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

12h 09m1 stop Atlanta Hartsfield-Jackson

$607Delta

Sat, Jan 30 - Fri, Feb 5

5:55 am - 2:55 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 00m1 stop Atlanta Hartsfield-Jackson

3:20 pm - 4:45 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

26h 25m2 stops New York John F Kennedy Intl Minneapolis St Paul

$611Delta

Tue, Mar 9 - Tue, Mar 16

4:20 pm - 12:35 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

19h 15m2 stops Orlando Baltimore/Washington

1:35 pm - 11:50 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

11h 15m1 stop Orlando

$655Southwest

Tue, Mar 23 - Wed, Mar 31

2:23 pm - 2:40 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

23h 17m3 stops Chicago O'Hare Intl Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

3:20 pm - 1:43 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

23h 23m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Chicago O'Hare Intl

$1,298Multiple Airlines

Tue, Mar 23 - Wed, Mar 31

2:23 pm - 10:55 amMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

19h 32m2 stops Chicago O'Hare Intl Montreal Pierre Elliott Trudeau Intl

3:20 pm - 1:43 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

23h 23m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Chicago O'Hare Intl

$1,312Multiple Airlines

Tue, Mar 23 - Wed, Mar 31

Cheap last minute flights

Enter your travel dates to find the best prices.

5:47 pm - 2:30 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

19h 43m2 stops Dallas/Fort Worth Charlotte Douglas

3:26 pm - 10:28 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

9h 02m1 stop Miami

$900American Airlines

Sat, Oct 31 - Sat, Nov 7

7:19 pm - 4:31 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

20h 12m2 stops Chicago O'Hare Intl Miami

3:26 pm - 7:48 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

18h 22m2 stops Miami Chicago O'Hare Intl

$900American Airlines

Sat, Oct 31 - Sat, Nov 7

5:47 pm - 2:30 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

19h 43m2 stops Dallas/Fort Worth Charlotte Douglas

3:26 pm - 10:28 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

9h 02m1 stop Miami

$920American Airlines

Sat, Oct 31 - Sat, Nov 7

7:19 pm - 4:31 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

20h 12m2 stops Chicago O'Hare Intl Miami

3:26 pm - 7:48 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

18h 22m2 stops Miami Chicago O'Hare Intl

$920American Airlines

Sat, Oct 31 - Sat, Nov 7

5:47 pm - 4:31 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

21h 44m2 stops Dallas/Fort Worth Miami

5:33 pm - 10:02 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

18h 29m2 stops Miami Charlotte Douglas

$920American Airlines

Sat, Oct 31 - Sat, Nov 7

6:48 am - 2:57 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 09m1 stop Chicago O'Hare Intl

2:10 pm - 8:50 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

8h 40m1 stop Chicago O'Hare Intl

$948United Airlines

Sat, Oct 31 - Sat, Nov 7

6:48 am - 2:57 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 09m1 stop Chicago O'Hare Intl

2:10 pm - 8:50 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

8h 40m1 stop Chicago O'Hare Intl

$983United Airlines

Sat, Oct 31 - Sat, Nov 7

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Delta flights from Milwaukee to St. Maarten

Our best Delta deals on Milwaukee to St. Maarten flight tickets

Delta

Jan 30

MKE5:30 amMilwaukee-Mitchell

7h 27m

1 stop

SXM2:57 pmSimpson Bay Princess Juliana

Feb 5

SXM1:50 pmSimpson Bay Princess Juliana

12h 09m

1 stop

MKE11:59 pmMilwaukee-Mitchell

$607

Delta

Mar 9

MKE5:55 amMilwaukee-Mitchell

7h 00m

1 stop

SXM2:55 pmSimpson Bay Princess Juliana

Mar 16

SXM3:20 pmSimpson Bay Princess Juliana

26h 25m

2 stops

MKE4:45 pmMilwaukee-Mitchell

$611

Delta

Mar 22

MKE6:40 pmMilwaukee-Mitchell

15h 50m

2 stops

SXM11:30 amSimpson Bay Princess Juliana

Mar 31

SXM3:20 pmSimpson Bay Princess Juliana

20h 55m

2 stops

MKE11:15 amMilwaukee-Mitchell

$631

American Airlines flights from Milwaukee to St. Maarten

Our best American Airlines deals on Milwaukee to St. Maarten flight tickets

American Airlines

Jan 9

MKE12:35 pmMilwaukee-Mitchell

21h 59m

2 stops

SXM12:34 pmSimpson Bay Princess Juliana

Jan 16

SXM4:36 pmSimpson Bay Princess Juliana

17h 47m

2 stops

MKE8:23 amMilwaukee-Mitchell

$517

American Airlines

Jan 12

MKE2:09 pmMilwaukee-Mitchell

20h 25m

2 stops

SXM12:34 pmSimpson Bay Princess Juliana

Jan 16

SXM3:57 pmSimpson Bay Princess Juliana

8h 39m

1 stop

MKE10:36 pmMilwaukee-Mitchell

$559

American Airlines

Jan 12

MKE12:10 pmMilwaukee-Mitchell

24h 49m

1 stop

SXM2:59 pmSimpson Bay Princess Juliana

Jan 16

SXM3:57 pmSimpson Bay Princess Juliana

8h 39m

1 stop

MKE10:36 pmMilwaukee-Mitchell

$563

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/9

12:35 pm-12:34 pm

2 stops21h 59m

Simpson Bay Princess Juliana

Sat 1/16

4:36 pm-8:23 am

2 stops17h 47m

$517

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 1/12

4:14 pm-2:28 pm

2 stops20h 14m

Simpson Bay Princess Juliana

Sat 1/16

3:04 pm-8:23 am

2 stops19h 19m

$517

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 3/9

2:23 pm-1:50 pm

2 stops21h 27m

Simpson Bay Princess Juliana

Tue 3/16

3:55 pm-8:02 am

2 stops17h 07m

$571

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/30

5:00 am-3:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Fri 2/5

2:52 pm-2:00 pm

2 stops25h 08m

$571

Quickest round-trip

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 1/12

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Sat 1/16

3:15 pm-9:45 pm

1 stop8h 30m

$587

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/30

5:30 am-2:57 pm

1 stop7h 27m

Simpson Bay Princess Juliana

Fri 2/5

1:50 pm-11:59 pm

1 stop12h 09m

$607

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 3/9

5:55 am-2:55 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 3/16

3:20 pm-4:45 pm

2 stops26h 25m

$611

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 3/23

4:20 pm-12:35 pm

2 stops19h 15m

Simpson Bay Princess Juliana

Wed 3/31

1:35 pm-11:50 pm

1 stop11h 15m

$655

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 3/23

2:23 pm-2:40 pm

3 stops23h 17m

Simpson Bay Princess Juliana

Wed 3/31

3:20 pm-1:43 pm

3 stops23h 23m

$1,298

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Tue 3/23

2:23 pm-10:55 am

2 stops19h 32m

Simpson Bay Princess Juliana

Wed 3/31

3:20 pm-1:43 pm

3 stops23h 23m

$1,312

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Milwaukee 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

Prices

Airlines

What is the cheapest month to fly to St. Maarten?

The cheapest month to fly to St. Maarten from Milwaukee is in July. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you’re not able to fly to St. Maarten in July, then April is your next best option. Flight prices from Milwaukee to St. Maarten during April average around $0.

Cheap Milwaukee to St. Maarten flight deals and tips

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

Best Price Found	$241
Fastest flight time	7h 09m
Direct flights	None

The best one-way flight to St. Maarten from Milwaukee in the past 72 hours is $241. The best round-trip flight deal from Milwaukee to St. Maarten found on momondo in the last 72 hours is $517.

The fastest flight from Milwaukee to St. Maarten takes 7h 09m

There are no direct flights from Milwaukee to St. Maarten. There are no popular flight routes from Milwaukee to St. Maarten.

Search flight deals

Frequently asked questions about flying from Milwaukee to St. Maarten

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to St. Maarten?
Prices for flights from Milwaukee-Mitchell Airport to St. Maarten are updated daily.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to St. Maarten?
The number of operators available for flights from Milwaukee-Mitchell Airport to St. Maarten is 4 as of October 2026.
How old do you have to be to fly from Milwaukee-Mitchell Airport to St. Maarten?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milwaukee-Mitchell Airport to St. Maarten.
What documentation or ID do you need to fly to St. Maarten?
The travel and health documents required for your trip to St. Maarten can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at St. Maarten. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Milwaukee to St. Maarten

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $478	Free Cancellation	Rating 7.3 10,444 reviews	Search United Airlines flights
Delta	PriceFrom $483	Free Cancellation	Rating 7.8 8,682 reviews	Search Delta flights
Southwest	PriceFrom $526	Free Cancellation	Rating 7.9 4,220 reviews	Search Southwest flights
American Airlines	PriceFrom $612	Free Cancellation	Rating 7.0 12,193 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee 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 Milwaukee to St. Maarten for you.

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

Yes. momondo enables you to select and highlight flights to St. Maarten from Milwaukee with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to St. Maarten from Milwaukee.

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

Of course. momondo tracks the price of Milwaukee to St. Maarten flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Flights to Simpson Bayfrom $262

Cheap flights from Milwaukee to St. Maarten from $241

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to St. Maarten departing on 12/11. 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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Delta flights from Milwaukee to St. Maarten

Our best Delta deals on Milwaukee to St. Maarten flight tickets

American Airlines flights from Milwaukee to St. Maarten

Our best American Airlines deals on Milwaukee to St. Maarten flight tickets

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

What is the cheapest month to fly to St. Maarten?

What is the cheapest airline that flies from Milwaukee-Mitchell to St. Maarten?

What airlines fly to St. Maarten?

Cheap Milwaukee to St. Maarten flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Milwaukee to St. Maarten

Best airlines flying from Milwaukee to St. Maarten

Compare and see reviews for airlines that fly from Milwaukee 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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Fly your favorite airline to St. Maarten

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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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