Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to St. Maarten from C$ 314

YWG — SXM
24 Nov — 1 Dec1
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

Mon 30/116:15 a.m. -
1 stop8h 30m
Fri 4/124:45 p.m. -
1 stop23h 24m
Deal found 20/10C$ 549
Thu 10/126:00 a.m. -
1 stop8h 25m
Thu 17/124:20 p.m. -
1 stop10h 24m
Deal found 22/10C$ 604
Thu 10/128:20 p.m. -
2 stops41h 25m
Thu 17/124:20 p.m. -
1 stop20h 45m
Deal found 22/10C$ 758

Find flight deals from Winnipeg to St. Maarten

Round-trip from

C$ 549

One-way from

C$ 314
Air Canada
  • Air Canada
  • 30/11-4/12
  • 2 total stops
  • 31h 54m total
  • Winnipeg to St. Maarten
Search Deals
Air Canada
  • Air Canada
  • 22/2-31/12
  • 1 total stop
  • 28h 40m total
  • Winnipeg to St. Maarten
Search Deals

Cheapflights Fare Finder

 
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

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 22/2

9:05 a.m.-3:45 p.m.

1 stop28h 40m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 314

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Thu 7/1

7:00 a.m.-4:45 p.m.

2 stops31h 45m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 330

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 22/2

11:00 a.m.-3:45 p.m.

3 stops26h 45m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 485
Quickest round-trip

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Thu 10/12

6:00 a.m.-4:25 p.m.

1 stop8h 25m

Simpson Bay Princess Juliana

Thu 17/12

4:20 p.m.-12:44 a.m.

1 stop10h 24m

C$ 604

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 30/11

6:15 a.m.-4:45 p.m.

1 stop8h 30m

Simpson Bay Princess Juliana

Fri 4/12

4:45 p.m.-6:25 p.m.

2 stops27h 40m

C$ 608

WinnipegSimpson Bay

YWG Winnipeg - SXM Simpson Bay Princess Juliana

YWGSXM

Winnipeg

Mon 1/2

9:05 a.m.-3:45 p.m.

1 stop28h 40m

Simpson Bay Princess Juliana

Fri 12/2

4:45 p.m.-1:49 p.m.

1 stop23h 04m

C$ 711

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/10

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

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

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
3,445 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Crew

7.9

Comfort

7.1

Overall

7.2

Food

6.2

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.
WestJet
7.2
Good
3,445 reviews
WestJet
7.2
Good
3,445 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Crew

7.9

Comfort

7.1

Overall

7.2

Food

6.2

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

Related info for your journey

  • 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 8h 25m. The distance from Winnipeg to St. Maarten is about 4661 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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

Top airline flying from Winnipeg to St. Maarten

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 609AverageC$ 900FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.