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Cheap flights from Milwaukee to St. Maarten from $202

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 8/10. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to St. Maarten

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 pm - 3:39 pm
MKE
-
SXM
20h 39m
2 stops
American Airlines Logo
2:42 pm - 10:59 pm
SXM
-
MKE
9h 17m
1 stop
$446American Airlines
Mon, Aug 10 - Fri, Aug 21
American Airlines Logo
5:50 pm - 3:39 pm
MKE
-
SXM
20h 49m
2 stops
American Airlines Logo
2:33 pm - 10:59 pm
SXM
-
MKE
9h 26m
1 stop
$543American Airlines
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
5:55 am - 2:05 pm
MKE
-
SXM
7h 10m
1 stop
Southwest Logo
2:45 pm - 9:55 pm
SXM
-
MKE
8h 10m
1 stop
$548Southwest
Sun, Sep 27 - Sat, Oct 3
Southwest Logo
6:55 pm - 2:05 pm
MKE
-
SXM
18h 10m
2 stops
Southwest Logo
2:45 pm - 9:55 pm
SXM
-
MKE
8h 10m
1 stop
$553Southwest
Sun, Sep 27 - Sat, Oct 3
American Airlines Logo
4:25 pm - 1:22 pm
MKE
-
SXM
19h 57m
2 stops
American Airlines Logo
2:22 pm - 7:44 am
SXM
-
MKE
18h 22m
2 stops
$563American Airlines
Sun, Aug 23 - Sat, Aug 29
American Airlines Logo
4:25 pm - 1:42 pm
MKE
-
SXM
20h 17m
1 stop
American Airlines Logo
2:33 pm - 10:59 pm
SXM
-
MKE
9h 26m
1 stop
$566American Airlines
Sun, Aug 23 - Sat, Aug 29
Delta Logo
5:34 am - 1:53 pm
MKE
-
SXM
7h 19m
1 stop
Delta Logo
3:18 pm - 11:53 pm
SXM
-
MKE
9h 35m
1 stop
$572Delta
Mon, Aug 10 - Fri, Aug 21
Delta Logo
5:40 am - 1:53 pm
MKE
-
SXM
7h 13m
1 stop
Delta Logo
3:18 pm - 11:59 pm
SXM
-
MKE
9h 41m
1 stop
$599Delta
Sat, Jun 27 - Thu, Jul 2
Southwest Logo
5:00 am - 2:00 pm
MKE
-
SXM
8h 00m
1 stop
Southwest Logo
3:20 pm - 9:45 pm
SXM
-
MKE
8h 25m
1 stop
$603Southwest
Thu, Oct 29 - Sat, Nov 7
American Airlines Logo
6:00 pm - 1:22 pm
MKE
-
SXM
18h 22m
2 stops
American Airlines Logo
2:22 pm - 7:44 am
SXM
-
MKE
18h 22m
2 stops
$630American Airlines
Mon, Aug 10 - Fri, Aug 21

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United Airlines flights from Milwaukee to St. Maarten

Our best United Airlines deals on Milwaukee to St. Maarten flight tickets
United Airlines
Oct 31
MKE5:00 amMilwaukee-Mitchell
8h 57m
1 stop
SXM2:57 pmSimpson Bay Princess Juliana
Nov 7
SXM5:00 pmSimpson Bay Princess Juliana
25h 35m
2 stops
MKE4:35 pmMilwaukee-Mitchell
$709
United Airlines
Dec 7
MKE2:50 pmMilwaukee-Mitchell
21h 00m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
Dec 10
SXM2:52 pmSimpson Bay Princess Juliana
10h 35m
1 stop
MKE11:27 pmMilwaukee-Mitchell
$723
United Airlines
Dec 7
MKE2:50 pmMilwaukee-Mitchell
21h 00m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
Dec 10
SXM2:52 pmSimpson Bay Princess Juliana
26h 12m
2 stops
MKE3:04 pmMilwaukee-Mitchell
$749

American Airlines flights from Milwaukee to St. Maarten

Our best American Airlines deals on Milwaukee to St. Maarten flight tickets
American Airlines
Aug 10
MKE6:00 pmMilwaukee-Mitchell
20h 39m
2 stops
SXM3:39 pmSimpson Bay Princess Juliana
Aug 21
SXM2:42 pmSimpson Bay Princess Juliana
9h 17m
1 stop
MKE10:59 pmMilwaukee-Mitchell
$446
American Airlines
Aug 18
MKE5:50 pmMilwaukee-Mitchell
20h 49m
2 stops
SXM3:39 pmSimpson Bay Princess Juliana
Aug 22
SXM2:33 pmSimpson Bay Princess Juliana
9h 26m
1 stop
MKE10:59 pmMilwaukee-Mitchell
$543
American Airlines
Aug 23
MKE4:25 pmMilwaukee-Mitchell
19h 57m
2 stops
SXM1:22 pmSimpson Bay Princess Juliana
Aug 29
SXM2:22 pmSimpson Bay Princess Juliana
18h 22m
2 stops
MKE7:44 amMilwaukee-Mitchell
$563

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 June 11, 2026.
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

Cheapest round-trip

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Mon 8/10

6:00 pm-3:39 pm

2 stops20h 39m

Simpson Bay Princess Juliana

Fri 8/21

2:42 pm-10:59 pm

1 stop9h 17m

$446

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Tue 8/18

5:50 pm-3:39 pm

2 stops20h 49m

Simpson Bay Princess Juliana

Sat 8/22

2:33 pm-10:59 pm

1 stop9h 26m

$543
Quickest round-trip

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 9/27

5:55 am-2:05 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sat 10/3

2:45 pm-9:55 pm

1 stop8h 10m

$548

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 9/27

6:55 pm-2:05 pm

2 stops18h 10m

Simpson Bay Princess Juliana

Sat 10/3

2:45 pm-9:55 pm

1 stop8h 10m

$553

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/23

4:25 pm-1:22 pm

2 stops19h 57m

Simpson Bay Princess Juliana

Sat 8/29

2:22 pm-7:44 am

2 stops18h 22m

$563

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sun 8/23

4:25 pm-1:42 pm

1 stop20h 17m

Simpson Bay Princess Juliana

Sat 8/29

2:33 pm-10:59 pm

1 stop9h 26m

$566

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Mon 8/10

5:34 am-1:53 pm

1 stop7h 19m

Simpson Bay Princess Juliana

Fri 8/21

3:18 pm-11:53 pm

1 stop9h 35m

$572

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Sat 6/27

5:40 am-1:53 pm

1 stop7h 13m

Simpson Bay Princess Juliana

Thu 7/2

3:18 pm-11:59 pm

1 stop9h 41m

$599

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Thu 10/29

5:00 am-2:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 11/7

3:20 pm-9:45 pm

1 stop8h 25m

$603

MilwaukeeSimpson Bay

MKE - SXM

MKESXM

Milwaukee-Mitchell

Mon 8/10

6:00 pm-1:22 pm

2 stops18h 22m

Simpson Bay Princess Juliana

Fri 8/21

2:22 pm-7:44 am

2 stops18h 22m

$630

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 month to fly to St. Maarten?

The cheapest month to fly to St. Maarten from Milwaukee is in April. 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 April, then February is your next best option. Flight prices from Milwaukee to St. Maarten during February average around $445.

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

Fastest flight time

7h 10m

Direct flights

None
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?

  • 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
DeltaPriceFrom $445Free CancellationRating
7.9
8,396 reviews
Search Delta flights
United AirlinesPriceFrom $478Free CancellationRating
7.4
9,804 reviews
Search United Airlines flights
American AirlinesPriceFrom $605Free CancellationRating
7.1
11,635 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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Popular flights according to clicks in the last 7 days on momondo
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