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 55% of people opting to fly with this airline when traveling to St. Maarten. Keep in mind that there are 6 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?

Delta and American Airlines 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 September 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.

$327 Cheap Flights from Milwaukee to St. Maarten in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to St. Maarten

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:00 am - 2:05 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

8h 05m1 stop Orlando

4:40 pm - 11:30 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

8h 50m1 stop Baltimore/Washington

$519Southwest

Mon, Oct 26 - Mon, Nov 2

5:00 am - 2:05 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

8h 05m1 stop Orlando

3:15 pm - 11:55 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

10h 40m2 stops Orlando Nashville Intl

$524Southwest

Mon, Oct 26 - Mon, Nov 2

6:40 am - 3:57 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 17m1 stop Chicago O'Hare Intl

2:10 pm - 7:11 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

19h 01m1 stop Chicago O'Hare Intl

$526United Airlines

Thu, Dec 31 - Sat, Jan 16

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

8h 57m1 stop Chicago O'Hare Intl

2:52 pm - 2:01 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

25h 09m2 stops Newark Chicago O'Hare Intl

$531United Airlines

Sat, Jan 9 - Fri, Jan 15

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

8h 57m1 stop Chicago O'Hare Intl

2:52 pm - 9:52 amSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

21h 00m2 stops Newark Chicago O'Hare Intl

$531United Airlines

Sat, Jan 9 - Fri, Jan 15

5:30 am - 1:40 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 10m1 stop Atlanta Hartsfield-Jackson

3:05 pm - 11:53 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

9h 48m1 stop Atlanta Hartsfield-Jackson

$539Delta

Fri, Oct 9 - Fri, Oct 16

6:27 pm - 3:39 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

20h 12m2 stops Charlotte Douglas Miami

4:39 pm - 2:24 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

22h 45m2 stops Miami Chicago O'Hare Intl

$544American Airlines

Sat, Oct 17 - Tue, Oct 20

6:40 pm - 2:40 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

18h 00m1 stop Atlanta Hartsfield-Jackson

1:40 pm - 11:49 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

12h 09m1 stop Atlanta Hartsfield-Jackson

$546Delta

Sun, Feb 7 - Fri, Feb 12

5:00 am - 2:50 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

7h 50m1 stop Orlando

3:35 pm - 11:55 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

10h 20m1 stop Orlando

$546Southwest

Sat, Jan 30 - Mon, Feb 8

11:33 am - 2:30 pmMKE Milwaukee-Mitchell-SXM Simpson Bay Princess Juliana

25h 57m2 stops Chicago O'Hare Intl Charlotte Douglas

2:24 pm - 11:06 pmSXM Simpson Bay Princess Juliana-MKE Milwaukee-Mitchell

10h 42m1 stop Charlotte Douglas

$552American Airlines

Sat, Oct 31 - Sat, Nov 7

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Delta flights from Milwaukee to St. Maarten

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

Delta

Oct 9

MKE5:30 amMilwaukee-Mitchell

7h 10m

1 stop

SXM1:40 pmSimpson Bay Princess Juliana

Oct 16

SXM3:05 pmSimpson Bay Princess Juliana

9h 48m

1 stop

MKE11:53 pmMilwaukee-Mitchell

$539

Delta

Oct 23

MKE5:30 amMilwaukee-Mitchell

7h 10m

1 stop

SXM1:40 pmSimpson Bay Princess Juliana

Oct 30

SXM3:05 pmSimpson Bay Princess Juliana

9h 48m

1 stop

MKE11:53 pmMilwaukee-Mitchell

$560

Delta

Jan 21

MKE6:40 pmMilwaukee-Mitchell

18h 00m

1 stop

SXM2:40 pmSimpson Bay Princess Juliana

Jan 28

SXM1:40 pmSimpson Bay Princess Juliana

12h 09m

1 stop

MKE11:49 pmMilwaukee-Mitchell

$615

American Airlines flights from Milwaukee to St. Maarten

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

American Airlines

Oct 17

MKE6:27 pmMilwaukee-Mitchell

20h 12m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Oct 20

SXM4:39 pmSimpson Bay Princess Juliana

22h 45m

2 stops

MKE2:24 pmMilwaukee-Mitchell

$544

American Airlines

Oct 31

MKE11:33 amMilwaukee-Mitchell

25h 57m

2 stops

SXM2:30 pmSimpson Bay Princess Juliana

Nov 7

SXM2:24 pmSimpson Bay Princess Juliana

10h 42m

1 stop

MKE11:06 pmMilwaukee-Mitchell

$552

American Airlines

Jan 12

MKE12:10 pmMilwaukee-Mitchell

22h 16m

2 stops

SXM12:26 pmSimpson Bay Princess Juliana

Jan 16

SXM4:02 pmSimpson Bay Princess Juliana

19h 09m

2 stops

MKE9:11 amMilwaukee-Mitchell

$559

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Mon 10/26

5:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Mon 11/2

4:40 pm-11:30 pm

1 stop8h 50m

$519

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Mon 10/26

5:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Mon 11/2

3:15 pm-11:55 pm

2 stops10h 40m

$524

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Thu 12/31

6:40 am-3:57 pm

1 stop7h 17m

Simpson Bay Princess Juliana

Sat 1/16

2:10 pm-7:11 am

1 stop19h 01m

$526

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/9

5:00 am-3:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Fri 1/15

2:52 pm-2:01 pm

2 stops25h 09m

$531

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/9

5:00 am-3:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Fri 1/15

2:52 pm-9:52 am

2 stops21h 00m

$531

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Fri 10/9

5:30 am-1:40 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Fri 10/16

3:05 pm-11:53 pm

1 stop9h 48m

$539

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 10/17

6:27 pm-3:39 pm

2 stops20h 12m

Simpson Bay Princess Juliana

Tue 10/20

4:39 pm-2:24 pm

2 stops22h 45m

$544

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sun 2/7

6:40 pm-2:40 pm

1 stop18h 00m

Simpson Bay Princess Juliana

Fri 2/12

1:40 pm-11:49 pm

1 stop12h 09m

$546

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 1/30

5:00 am-2:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Mon 2/8

3:35 pm-11:55 pm

1 stop10h 20m

$546

MilwaukeeSimpson Bay

MKE Milwaukee-Mitchell - SXM Simpson Bay Princess Juliana

MKESXM

Milwaukee-Mitchell

Sat 10/31

11:33 am-2:30 pm

2 stops25h 57m

Simpson Bay Princess Juliana

Sat 11/7

2:24 pm-11:06 pm

1 stop10h 42m

$552

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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	$327
Fastest flight time	7h 10m
Direct flights	None

The best one-way flight to St. Maarten from Milwaukee in the past 72 hours is $327. The best round-trip flight deal from Milwaukee to St. Maarten found on momondo in the last 72 hours is $519.

The fastest flight from Milwaukee to St. Maarten takes 7h 10m

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 September 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 7.4 10,207 reviews	Search United Airlines flights
Delta	PriceFrom $483	Free Cancellation	Rating 7.8 8,567 reviews	Search Delta flights
Southwest	PriceFrom $526	Free Cancellation	Rating 8.0 4,191 reviews	Search Southwest flights
American Airlines	PriceFrom $605	Free Cancellation	Rating 7.1 12,051 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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Mon 10/12

Mon 10/19

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Popular cities

Other flights from Milwaukee

Other flights to St. Maarten

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in St. Maarten

Flights to Simpson Bayfrom $250

Cheap flights from Milwaukee to St. Maarten from $327

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 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Milwaukee to St. Maarten

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

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

momondo Fare Finder

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

See travel insights to St. Maarten from

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

Milwaukee flight routes

According to popular flight searches on momondo this year

St. Maarten flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to St. Maarten

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

Cabin classes currently available on flights to St. Maarten

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

Complete your trip to St. Maarten

Explore popular destinations other users love

According to popular flight searches on momondo this year