$197+ Cheap flights from Milwaukee (MKE) to St. Maarten
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SXM
Jun 13 — Jun 201
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to St. Maarten with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to St. Maarten
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Cheapest flights from Milwaukee to St. MaartenExplore the most affordable flight options available from Milwaukee to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
Explore the most affordable flight options available from Milwaukee to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:34 am
MKE
- SXM
1 stop7h 19m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/11![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am
MKE
- SXM
1 stop6h 53m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/13![Delta logo]()
$524
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:34 am
MKE
- SXM
1 stop7h 19m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/9![Delta logo]()
$542
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:34 am
MKE
- SXM
1 stop7h 19m
Delta
Wed 8/193:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/13![Delta logo]()
$565
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:01 pm
MKE
- SXM
2 stops20h 38m
American Airlines
Fri 8/212:22 pm
SXM
- MKE
2 stops18h 27m
American Airlines
Deal found 5/13![American Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 am
MKE
- SXM
1 stop7h 04m
Delta
Fri 10/303:14 pm
SXM
- MKE
1 stop9h 10m
Delta
Deal found 5/12![Delta logo]()
$589
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:01 pm
MKE
- SXM
2 stops20h 38m
American Airlines
Fri 8/212:42 pm
SXM
- MKE
2 stops18h 07m
American Airlines
Deal found 5/13![American Airlines logo]()
$600
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 pm
MKE
- SXM
2 stops16h 33m
United Airlines
Fri 6/123:50 pm
SXM
- MKE
2 stops28h 50m
United Airlines
Deal found 5/13![United Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:00 am
MKE
- SXM
2 stops9h 39m
American Airlines
Wed 8/194:39 pm
SXM
- MKE
2 stops19h 58m
American Airlines
Deal found 5/13![American Airlines logo]()
$612
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:01 pm
MKE
- SXM
1 stop17h 37m
American Airlines
Fri 8/212:42 pm
SXM
- MKE
1 stop9h 17m
American Airlines
Deal found 5/11![American Airlines logo]()
$615
Best flights from Milwaukee to St. MaartenDiscover carefully curated flight deals from Milwaukee to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
Discover carefully curated flight deals from Milwaukee to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:34 am
MKE
- SXM
1 stop7h 19m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/11![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:01 pm
MKE
- SXM
2 stops20h 38m
American Airlines
Fri 8/214:39 pm
SXM
- MKE
2 stops16h 10m
American Airlines
Deal found 5/11![American Airlines logo]()
$570
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:38 am
MKE
- SXM
2 stops24h 55m
United Airlines
Fri 6/121:35 pm
SXM
- MKE
1 stop10h 59m
United Airlines
Deal found 5/13![United Airlines logo]()
$608
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:34 am
MKE
- SXM
1 stop7h 19m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/11![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:46 pm
MKE
- SXM
2 stops19h 53m
American Airlines
Fri 8/212:42 pm
SXM
- MKE
2 stops18h 07m
American Airlines
Deal found 5/9![American Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am
MKE
- SXM
1 stop6h 53m
Delta
Fri 8/213:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/11![Delta logo]()
$524
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:34 am
MKE
- SXM
1 stop7h 19m
Delta
Wed 8/193:18 pm
SXM
- MKE
1 stop9h 35m
Delta
Deal found 5/13![Delta logo]()
$565
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 am
MKE
- SXM
1 stop7h 04m
Delta
Fri 10/303:14 pm
SXM
- MKE
1 stop9h 10m
Delta
Deal found 5/13![Delta logo]()
$589
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:55 am
MKE
- SXM
1 stop6h 55m
Delta
Sun 10/113:14 pm
SXM
- MKE
1 stop9h 10m
Delta
Deal found 5/11![Delta logo]()
$589
Last-minute flights from Milwaukee to St. MaartenDiscover last-minute flight deals from Milwaukee to St. Maarten. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to St. Maarten. Data last updated May 14, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 pm
MKE
- SXM
2 stops16h 33m
United Airlines
Fri 6/123:50 pm
SXM
- MKE
2 stops28h 50m
United Airlines
Deal found 5/13![United Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 am
MKE
- SXM
1 stop29h 50m
American Airlines
Fri 6/122:53 pm
SXM
- MKE
1 stop10h 06m
American Airlines
Deal found 5/13![American Airlines logo]()
$635
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:00 am
MKE
- SXM
1 stop7h 25m
Southwest
Sun 6/144:30 pm
SXM
- MKE
1 stop8h 05m
Southwest
Deal found 5/10![Southwest logo]()
$690
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:09 am
MKE
- SXM
1 stop7h 34m
United Airlines
Sun 6/143:50 pm
SXM
- MKE
2 stops23h 46m
United Airlines
Deal found 5/10![United Airlines logo]()
$719
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:50 pm
MKE
- SXM
2 stops19h 52m
American Airlines
Sun 6/144:43 pm
SXM
- MKE
2 stops20h 21m
American Airlines
Deal found 5/10![American Airlines logo]()
$860
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:10 am
MKE
- SXM
1 stop7h 50m
Southwest
Mon 6/222:25 pm
SXM
- MKE
1 stop8h 20m
Southwest
Deal found 5/12![Southwest logo]()
$645
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:00 am
MKE
- SXM
2 stops9h 42m
American Airlines
Mon 6/224:43 pm
SXM
- MKE
2 stops20h 21m
American Airlines
Deal found 5/12![American Airlines logo]()
$740
This Mytrip deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:49 pm
MKE
- SXM
2 stops18h 21m
WestJet
Mon 6/223:20 pm
SXM
- MKE
3 stops27h 49m
WestJet
Deal found 5/12![WestJet logo]()
$1,636
One-way flights from Milwaukee to St. MaartenSearch for one-way flight options from Milwaukee to St. Maarten. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
Search for one-way flight options from Milwaukee to St. Maarten. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:34 am
MKE
- SXM
1 stop7h 19m
Delta
Deal found 5/13![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:01 pm
MKE
- SXM
2 stops20h 38m
American Airlines
Deal found 5/13![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/134:25 pm
MKE
- SXM
2 stops22h 14m
American Airlines
Deal found 5/12![American Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:43 am
MKE
- SXM
3 stops52h 42m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$547
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:10 pm
MKE
- SXM
3 stops23h 40m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$691
Find flight deals from Milwaukee to St. Maarten
Keep the following information in mind while searching for Milwaukee to St. Maarten flight deals. Data was last updated May 14, 2026.
Round-trip from | $483 (Delta) |
|---|---|
One-way from | $197 (Delta) |
Popular in | June |
Cheapest in | August |
Average price | $765 |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated May 14, 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
Cheapest round-trip
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Fri 8/14
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
$483
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
$483
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Sat 8/15
6:00 am-1:53 pm
1 stop6h 53m
Simpson Bay Princess Juliana
Fri 8/21
3:18 pm-11:53 pm
1 stop9h 35m
$524
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Wed 8/12
5:34 am-1:53 pm
1 stop7h 19m
Simpson Bay Princess Juliana
Wed 8/19
3:18 pm-11:53 pm
1 stop9h 35m
$565
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Sat 8/15
6:01 pm-3:39 pm
2 stops20h 38m
Simpson Bay Princess Juliana
Fri 8/21
4:39 pm-7:49 am
2 stops16h 10m
$570
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Sun 8/16
6:46 pm-3:39 pm
2 stops19h 53m
Simpson Bay Princess Juliana
Fri 8/21
2:42 pm-7:49 am
2 stops18h 07m
$570
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Fri 10/23
5:45 am-1:49 pm
1 stop7h 04m
Simpson Bay Princess Juliana
Fri 10/30
3:14 pm-11:24 pm
1 stop9h 10m
$589
Quickest round-trip
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Thu 10/1
5:55 am-1:50 pm
1 stop6h 55m
Simpson Bay Princess Juliana
Sun 10/11
3:14 pm-11:24 pm
1 stop9h 10m
$589
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Sat 6/6
10:38 am-12:33 pm
2 stops24h 55m
Simpson Bay Princess Juliana
Fri 6/12
1:35 pm-11:34 pm
1 stop10h 59m
$608
Cheapest one-way
Quickest one-way
MilwaukeeSimpson Bay
MKE - SXM
MKESXM
Milwaukee-Mitchell
Mon 8/10
5:34 am-1:53 pm
1 stop7h 19m
$197
Showing 1-10 of 12 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to St. Maarten
Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Milwaukee with our price prediction graph.
MKE-SXM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to St. Maarten
MKE-SX0
MKE-SXM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing St. Maarten
Get insights into the airlines that provide service to St. Maarten. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St. Maarten. Reviews last updated May 14, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Milwaukee to St. Maarten by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Milwaukee and St. Maarten flights
Browse other Milwaukee and St. Maarten flight options. Last updated on May 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Milwaukee to St. Maarten
Discover the top 2 airlines that operate flights from Milwaukee to St. Maarten. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$483 | Average$737 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$605 | Average$734 | FlexibilityNo cancel fee | On-time71% |