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Cheap flights from Winnipeg to St. Maarten from C$ 331

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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SXM
29 May — 5 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to St. Maarten

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to St. Maarten
Explore the most affordable flight options available from Winnipeg to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2026.

Sun 21/64:25 p.m.
YWG
-
SXM
1 stop20h 55m
WestJet
Thu 25/63:20 p.m.
SXM
-
YWG
1 stop19h 25m
WestJet
Deal found 26/4C$ 538
Fri 28/810:30 p.m.
YWG
-
SXM
2 stops38h 50m
WestJet
Sun 6/93:20 p.m.
SXM
-
YWG
2 stops25h 05m
WestJet
Deal found 27/4C$ 590
Fri 28/85:10 p.m.
YWG
-
SXM
1 stop22h 50m
Multiple Airlines
Sun 6/93:20 p.m.
SXM
-
YWG
1 stop26h 55m
Multiple Airlines
Deal found 27/4C$ 859
Tue 26/52:00 p.m.
YWG
-
SXM
2 stops21h 33m
United Airlines
Tue 2/63:50 p.m.
SXM
-
YWG
2 stops31h 43m
United Airlines
Deal found 27/4C$ 911
Thu 24/91:25 p.m.
YWG
-
SXM
2 stops50h 35m
Multiple Airlines
Mon 5/101:00 p.m.
SXM
-
YWG
3 stops27h 19m
Multiple Airlines
Deal found 27/4C$ 1,288
Tue 26/58:45 p.m.
YWG
-
SXM
3 stops39h 45m
Multiple Airlines
Tue 2/611:40 a.m.
SXM
-
YWG
2 stops33h 09m
Multiple Airlines
Deal found 27/4C$ 1,426
Thu 24/95:38 p.m.
YWG
-
SXM
2 stops19h 12m
Delta
Mon 5/103:20 p.m.
SXM
-
YWG
2 stops21h 30m
Delta
Deal found 27/4C$ 1,498

Find flight deals from Winnipeg to St. Maarten

Keep the following information in mind while searching for Winnipeg to St. Maarten flight deals. Data was last updated 29 April 2026.

Round-trip from

C$ 538

One-way from

C$ 331
WestJet
  • WestJet
  • 21/6-25/6
  • 2 total stops
  • 40h 20m total
  • Winnipeg to St. Maarten
Search Deals
Air Canada
  • Air Canada
  • 8/6
  • 2 total stops
  • 26h 43m total
  • Winnipeg to St. Maarten
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg 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 629,999 searches. Data last updated 29 April 2026.
Use the filters below to find and compare flights from Winnipeg to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 21/6

4:25 p.m.-2:20 p.m.

1 stop20h 55m

Simpson Bay Princess Juliana

Thu 25/6

3:20 p.m.-12:55 a.m.

1 stop10h 35m

C$ 538

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Fri 28/8

10:30 p.m.-2:20 p.m.

2 stops38h 50m

Simpson Bay Princess Juliana

Sun 6/9

3:20 p.m.-3:25 p.m.

2 stops25h 05m

C$ 590

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Fri 28/8

5:10 p.m.-5:00 p.m.

1 stop22h 50m

Simpson Bay Princess Juliana

Sun 6/9

3:20 p.m.-5:15 p.m.

1 stop26h 55m

C$ 859

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Tue 26/5

2:00 p.m.-12:33 p.m.

2 stops21h 33m

Simpson Bay Princess Juliana

Tue 2/6

3:50 p.m.-10:33 p.m.

2 stops31h 43m

C$ 911

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 24/9

1:25 p.m.-5:00 p.m.

2 stops50h 35m

Simpson Bay Princess Juliana

Mon 5/10

1:00 p.m.-3:19 p.m.

3 stops27h 19m

C$ 1,288
Cheapest one-way

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 8/6

11:00 a.m.-2:43 p.m.

2 stops26h 43m

C$ 331
Quickest one-way

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 11/6

5:10 a.m.-5:00 p.m.

1 stop10h 50m

C$ 340

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 8/6

9:25 a.m.-10:45 a.m.

3 stops24h 20m

C$ 493

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 11/6

11:40 a.m.-10:50 a.m.

3 stops22h 10m

C$ 519

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/4

Sorted by cheapest first

Best time to book a flight from Winnipeg to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Winnipeg with our price prediction graph.
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 Winnipeg to St. Maarten
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 29 April 2026.
Read through reviews of airlines operating flights from Winnipeg to St. Maarten, such as WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,328 reviews
Check prices

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

Comfort

7.0

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,328 reviews
WestJet
7.2
Good
3,328 reviews
Check prices

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

Comfort

7.0

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to St. Maarten?

    Winnipeg (YWG), located 7.3 km from the city centre, is the airport you fly out of when you book flights from Winnipeg to St. Maarten.

  • How long is the flight from Winnipeg to St. Maarten?

    Departing from Winnipeg to St. Maarten will take you 20h 55m. The distance from Winnipeg to St. Maarten is about 4661 km.

  • Can I find deals for flights from Winnipeg to St. Maarten that include hotel bookings?

    Yes. In addition to deals on Winnipeg to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to St. Maarten?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to St. Maarten.

  • Can I find deals for business class flights from Winnipeg to St. Maarten?

    Yes. Cheapflights offers flight deals from Winnipeg to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to St. Maarten

Discover the top airline that operate flights from Winnipeg 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 629,999 searches. Data last updated 29 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 588AverageC$ 861FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to St. Maarten?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to St. Maarten. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to St. Maarten?

Cheapflights helps you find that perfect flight to St. Maarten from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to St. Maarten with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to St. Maarten flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to St. Maarten become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to St. Maarten flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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