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Cheap flights from Milwaukee to St. Maarten from $232

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 1/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to St. Maarten

Cheap round-trip flights

Delta Logo
6:00 am - 1:56 pmMKE-SXM
6h 56m1 stop
Delta Logo
3:21 pm - 11:36 pmSXM-MKE
9h 15m1 stop
$497Delta
Find Deal
Sun, Aug 31 - Sun, Sep 7
American Airlines Logo
3:27 pm - 2:05 pmMKE-SXM
20h 38m2 stops
American Airlines Logo
4:15 pm - 10:36 amSXM-MKE
20h 21m2 stops
$592American Airlines
Find Deal
Sat, Jan 10 - Fri, Jan 16
American Airlines Logo
6:49 pm - 1:55 pmMKE-SXM
17h 06m1 stop
American Airlines Logo
3:25 pm - 9:25 pmSXM-MKE
8h 00m1 stop
$623American Airlines
Find Deal
Sat, Jan 10 - Fri, Jan 16
American Airlines Logo
4:56 pm - 1:45 pmMKE-SXM
19h 49m2 stops
American Airlines Logo
2:20 pm - 1:39 pmSXM-MKE
24h 19m2 stops
$642American Airlines
Find Deal
Sun, Aug 31 - Sun, Sep 7
American Airlines Logo
7:20 am - 1:20 pmMKE-SXM
29h 00m1 stop
American Airlines Logo
2:20 pm - 1:39 pmSXM-MKE
24h 19m2 stops
$652American Airlines
Find Deal
Sun, Aug 31 - Sun, Sep 7
American Airlines Logo
7:03 pm - 2:00 pmMKE-SXM
16h 57m2 stops
American Airlines Logo
4:45 pm - 11:59 amSXM-MKE
21h 14m2 stops
$658American Airlines
Find Deal
Sun, Nov 30 - Sun, Dec 7
American Airlines Logo
6:48 pm - 2:00 pmMKE-SXM
17h 12m1 stop
American Airlines Logo
4:45 pm - 11:59 amSXM-MKE
21h 14m2 stops
$689American Airlines
Find Deal
Sun, Nov 30 - Sun, Dec 7
Delta Logo
6:44 pm - 1:49 pmMKE-SXM
18h 05m1 stop
Delta Logo
3:14 pm - 11:55 pmSXM-MKE
9h 41m1 stop
$710Delta
Find Deal
Thu, Oct 16 - Mon, Oct 20
American Airlines Logo
6:48 pm - 2:00 pmMKE-SXM
17h 12m1 stop
American Airlines Logo
3:35 pm - 9:22 pmSXM-MKE
7h 47m1 stop
$720American Airlines
Find Deal
Sun, Nov 30 - Sun, Dec 7
Logo
10:50 am - 12:29 pmMKE-SXM
24h 39m2 stops
Logo
6:45 pm - 10:06 amSXM-MKE
16h 21m3 stops
$1,294
Find Deal
Fri, Oct 17 - Tue, Oct 21

American Airlines flights from Milwaukee to St. Maarten

Our best American Airlines deals on Milwaukee to St. Maarten flight tickets
American Airlines
Jan 10
MKE3:27 pmMilwaukee-Mitchell
20h 38m
2 stops
SXM2:05 pmSimpson Bay Princess Juliana
Jan 16
SXM4:15 pmSimpson Bay Princess Juliana
20h 21m
2 stops
MKE10:36 amMilwaukee-Mitchell
$592
Find similar
American Airlines
Jan 10
MKE6:49 pmMilwaukee-Mitchell
17h 06m
1 stop
SXM1:55 pmSimpson Bay Princess Juliana
Jan 16
SXM3:25 pmSimpson Bay Princess Juliana
8h 00m
1 stop
MKE9:25 pmMilwaukee-Mitchell
$623
Find similar
American Airlines
Aug 31
MKE4:56 pmMilwaukee-Mitchell
19h 49m
2 stops
SXM1:45 pmSimpson Bay Princess Juliana
Sep 7
SXM2:20 pmSimpson Bay Princess Juliana
24h 19m
2 stops
MKE1:39 pmMilwaukee-Mitchell
$642
Find similar

Delta flights from Milwaukee to St. Maarten

Our best Delta deals on Milwaukee to St. Maarten flight tickets
Delta
Aug 31
MKE6:00 amMilwaukee-Mitchell
6h 56m
1 stop
SXM1:56 pmSimpson Bay Princess Juliana
Sep 7
SXM3:21 pmSimpson Bay Princess Juliana
9h 15m
1 stop
MKE11:36 pmMilwaukee-Mitchell
$497
Find similar
Delta
Oct 16
MKE6:44 pmMilwaukee-Mitchell
18h 05m
1 stop
SXM1:49 pmSimpson Bay Princess Juliana
Oct 20
SXM3:14 pmSimpson Bay Princess Juliana
9h 41m
1 stop
MKE11:55 pmMilwaukee-Mitchell
$710
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to St. Maarten 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, momondo users made 832,500 searches. Data last updated August 5, 2025.
Use the filters below to find and compare flights from Milwaukee to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/31

6:00 am-1:56 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Sun 9/7

3:21 pm-11:36 pm

1 stop9h 15m

$497

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 1/10

3:27 pm-2:05 pm

2 stops20h 38m

Simpson Bay Princess Juliana

Fri 1/16

4:15 pm-10:36 am

2 stops20h 21m

$592

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 1/10

6:49 pm-1:55 pm

1 stop17h 06m

Simpson Bay Princess Juliana

Fri 1/16

3:25 pm-9:25 pm

1 stop8h 00m

$623

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/31

4:56 pm-1:45 pm

2 stops19h 49m

Simpson Bay Princess Juliana

Sun 9/7

2:20 pm-1:39 pm

2 stops24h 19m

$642

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/31

7:20 am-1:20 pm

1 stop29h 00m

Simpson Bay Princess Juliana

Sun 9/7

2:20 pm-1:39 pm

2 stops24h 19m

$652

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 11/30

7:03 pm-2:00 pm

2 stops16h 57m

Simpson Bay Princess Juliana

Sun 12/7

4:45 pm-11:59 am

2 stops21h 14m

$658

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 11/30

6:48 pm-2:00 pm

1 stop17h 12m

Simpson Bay Princess Juliana

Sun 12/7

4:45 pm-11:59 am

2 stops21h 14m

$689

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 10/16

6:44 pm-1:49 pm

1 stop18h 05m

Simpson Bay Princess Juliana

Mon 10/20

3:14 pm-11:55 pm

1 stop9h 41m

$710

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 11/30

6:48 pm-2:00 pm

1 stop17h 12m

Simpson Bay Princess Juliana

Sun 12/7

3:35 pm-9:22 pm

1 stop7h 47m

$720

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Fri 10/17

10:50 am-12:29 pm

2 stops24h 39m

Simpson Bay Princess Juliana

Tue 10/21

6:45 pm-10:06 am

3 stops16h 21m

$1,294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to St. Maarten from

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

What is the cheapest day to depart on your flight to St. Maarten?

According to our data, Tuesday is the cheapest day to fly to St. Maarten from Milwaukee. The lowest ticket price found for a Tuesday departure recently was $557. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to St. Maarten is Monday, with ticket prices averaging around $730.

What is the cheapest time of day to depart on your flight to St. Maarten?

In the afternoon is the cheapest time of day to fly from Milwaukee to St. Maarten when you can find flight prices for as low as $614. Flying to St. Maarten in the afternoon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to St. Maarten is in the morning when prices are around $669.

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

$232

Fastest flight time

6h 56m

Direct flights

None

Airports in St. Maarten

1 airport
The best one-way flight to St. Maarten from Milwaukee in the past 72 hours is $232. The best round-trip flight deal from Milwaukee to St. Maarten found on momondo in the last 72 hours is $497.
The fastest flight from Milwaukee to St. Maarten takes 6h 56m
There are no direct flights from Milwaukee to St. Maarten. Popular non-direct route for this connection is Milwaukee-Mitchell Airport - Simpson Bay Princess Juliana Airport.
There is 1 airport near St. Maarten: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • 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?

  • 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
American AirlinesPriceFrom $504Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $514Free CancellationRating
8.0
7,985 reviews
Search Delta 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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Popular cities in St. Maarten

Popular flights according to clicks in the last 7 days on momondo
Flights to Simpson Bayfrom $255