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Cheap flights from Winnipeg to St. Maarten from C$ 316

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to St. Maarten departing on 13/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to St. Maarten

Cheap round-trip flights

WestJet Logo
8:05 p.m. - 3:21 p.m.YWG-SXM
17h 16m1 stop
WestJet Logo
4:20 p.m. - 12:35 a.m.SXM-YWG
10h 15m1 stop
C$ 727WestJet
Find Deal
Thu, 22 Jan - Tue, 3 Feb
WestJet Logo
6:15 a.m. - 3:21 p.m.YWG-SXM
31h 06m2 stops
WestJet Logo
4:20 p.m. - 12:39 a.m.SXM-YWG
10h 19m1 stop
C$ 742WestJet
Find Deal
Sat, 24 Jan - Tue, 3 Feb
Air Canada Logo
11:05 a.m. - 4:00 p.m.YWG-SXM
26h 55m1 stop
Air Canada Logo
3:40 p.m. - 4:35 p.m.SXM-YWG
26h 55m1 stop
C$ 745Air Canada
Find Deal
Mon, 26 Jan - Thu, 5 Feb
Air Canada Logo
11:05 a.m. - 4:00 p.m.YWG-SXM
26h 55m1 stop
Air Canada Logo
5:00 p.m. - 9:44 p.m.SXM-YWG
30h 44m1 stop
C$ 754Air Canada
Find Deal
Mon, 26 Jan - Wed, 4 Feb
WestJet Logo
8:05 p.m. - 3:21 p.m.YWG-SXM
17h 16m1 stop
WestJet Logo
4:20 p.m. - 11:32 a.m.SXM-YWG
21h 12m1 stop
C$ 757WestJet
Find Deal
Thu, 22 Jan - Sun, 1 Feb
Delta Logo
5:38 p.m. - 12:15 p.m.YWG-SXM
16h 37m2 stops
Delta Logo
1:45 p.m. - 11:43 a.m.SXM-YWG
23h 58m2 stops
C$ 905Delta
Find Deal
Fri, 23 Jan - Mon, 2 Feb
Logo
5:00 a.m. - 3:21 p.m.YWG-SXM
8h 21m1 stop
Logo
10:20 a.m. - 12:42 a.m.SXM-YWG
16h 22m3 stops
C$ 913
Find Deal
Tue, 4 Nov - Wed, 5 Nov
Delta Logo
7:30 a.m. - 2:55 p.m.YWG-SXM
29h 25m1 stop
Delta Logo
1:45 p.m. - 10:08 a.m.SXM-YWG
46h 23m2 stops
C$ 1,881Delta
Find Deal
Sun, 28 Dec - Fri, 2 Jan
United Airlines Logo
2:15 p.m. - 1:50 p.m.YWG-SXM
21h 35m2 stops
United Airlines Logo
4:55 p.m. - 8:48 p.m.SXM-YWG
29h 53m2 stops
C$ 1,935United Airlines
Find Deal
Sun, 28 Dec - Fri, 2 Jan
Logo
7:50 a.m. - 3:21 p.m.YWG-SXM
29h 31m2 stops
Logo
11:35 a.m. - 12:42 a.m.SXM-YWG
39h 07m3 stops
C$ 2,494
Find Deal
Sun, 28 Dec - Fri, 2 Jan

Delta flights from Winnipeg to St. Maarten

Our best Delta deals on Winnipeg to St. Maarten flight tickets
Delta
23 Jan
YWG5:38 p.m.Winnipeg
16h 37m
2 stops
SXM12:15 p.m.Simpson Bay Princess Juliana
2 Feb
SXM1:45 p.m.Simpson Bay Princess Juliana
23h 58m
2 stops
YWG11:43 a.m.Winnipeg
C$ 905
Find similar
Delta
28 Dec
YWG7:30 a.m.Winnipeg
29h 25m
1 stop
SXM2:55 p.m.Simpson Bay Princess Juliana
2 Jan
SXM1:45 p.m.Simpson Bay Princess Juliana
46h 23m
2 stops
YWG10:08 a.m.Winnipeg
C$ 1,881
Find similar
Delta
28 Dec
YWG5:00 a.m.Winnipeg
31h 55m
2 stops
SXM2:55 p.m.Simpson Bay Princess Juliana
2 Jan
SXM1:45 p.m.Simpson Bay Princess Juliana
46h 23m
2 stops
YWG10:08 a.m.Winnipeg
C$ 1,914
Find similar

WestJet flights from Winnipeg to St. Maarten

Our best WestJet deals on Winnipeg to St. Maarten flight tickets
WestJet
22 Jan
YWG8:05 p.m.Winnipeg
17h 16m
1 stop
SXM3:21 p.m.Simpson Bay Princess Juliana
3 Feb
SXM4:20 p.m.Simpson Bay Princess Juliana
10h 15m
1 stop
YWG12:35 a.m.Winnipeg
C$ 727
Find similar
WestJet
24 Jan
YWG6:15 a.m.Winnipeg
31h 06m
2 stops
SXM3:21 p.m.Simpson Bay Princess Juliana
3 Feb
SXM4:20 p.m.Simpson Bay Princess Juliana
10h 19m
1 stop
YWG12:39 a.m.Winnipeg
C$ 742
Find similar
WestJet
22 Jan
YWG8:05 p.m.Winnipeg
17h 16m
1 stop
SXM3:21 p.m.Simpson Bay Princess Juliana
1 Feb
SXM4:20 p.m.Simpson Bay Princess Juliana
21h 12m
1 stop
YWG11:32 a.m.Winnipeg
C$ 757
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 31 July 2025.
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

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 22/1

8:05 p.m.-3:21 p.m.

1 stop17h 16m

Simpson Bay Princess Juliana

Tue 3/2

4:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 727

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sat 24/1

6:15 a.m.-3:21 p.m.

2 stops31h 06m

Simpson Bay Princess Juliana

Tue 3/2

4:20 p.m.-12:39 a.m.

1 stop10h 19m

C$ 742

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 26/1

11:05 a.m.-4:00 p.m.

1 stop26h 55m

Simpson Bay Princess Juliana

Thu 5/2

3:40 p.m.-4:35 p.m.

1 stop26h 55m

C$ 745

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 26/1

11:05 a.m.-4:00 p.m.

1 stop26h 55m

Simpson Bay Princess Juliana

Wed 4/2

5:00 p.m.-9:44 p.m.

1 stop30h 44m

C$ 754

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 22/1

8:05 p.m.-3:21 p.m.

1 stop17h 16m

Simpson Bay Princess Juliana

Sun 1/2

4:20 p.m.-11:32 a.m.

1 stop21h 12m

C$ 757

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Fri 23/1

5:38 p.m.-12:15 p.m.

2 stops16h 37m

Simpson Bay Princess Juliana

Mon 2/2

1:45 p.m.-11:43 a.m.

2 stops23h 58m

C$ 905

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Tue 4/11

5:00 a.m.-3:21 p.m.

1 stop8h 21m

Simpson Bay Princess Juliana

Wed 5/11

10:20 a.m.-12:42 a.m.

3 stops16h 22m

C$ 913

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 28/12

7:30 a.m.-2:55 p.m.

1 stop29h 25m

Simpson Bay Princess Juliana

Fri 2/1

1:45 p.m.-10:08 a.m.

2 stops46h 23m

C$ 1,881

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 28/12

2:15 p.m.-1:50 p.m.

2 stops21h 35m

Simpson Bay Princess Juliana

Fri 2/1

4:55 p.m.-8:48 p.m.

2 stops29h 53m

C$ 1,935

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 28/12

7:50 a.m.-3:21 p.m.

2 stops29h 31m

Simpson Bay Princess Juliana

Fri 2/1

11:35 a.m.-12:42 a.m.

3 stops39h 07m

C$ 2,494

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Winnipeg 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, Thursday is the cheapest day to fly to St. Maarten from Winnipeg. The lowest ticket price found for a Thursday departure recently was C$ 759. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Winnipeg because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 1,476.

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

Flying to St. Maarten from Winnipeg in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as C$ 663 when looking at flights departing in the afternoon. Flights to St. Maarten are more costly in the evening, with an average ticket price of C$ 1,177. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Cheap Winnipeg to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to St. Maarten

Best price found

C$ 316

Fastest flight time

8h 21m

Direct flights

None

Airports in St. Maarten

1 airport
The best one-way flight to St. Maarten from Winnipeg in the past 72 hours is C$ 316. The best round-trip flight deal from Winnipeg to St. Maarten found on momondo in the last 72 hours is C$ 727.
The fastest flight from Winnipeg to St. Maarten takes 8h 21m
There are no direct flights from Winnipeg to St. Maarten. Popular non-direct route for this connection is Winnipeg 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 Winnipeg Airport to St. Maarten?

    Prices for flights from Winnipeg Airport to St. Maarten are updated daily.

  • How many operators does momondo search for flights from Winnipeg Airport to St. Maarten?

  • How old do you have to be to fly from Winnipeg Airport to St. Maarten?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to St. Maarten.

  • What documentation or ID do you need to fly to St. Maarten?

    The travel and health documents you'll need for your trip to St. Maarten may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at St. Maarten. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Winnipeg to St. Maarten

Compare and see reviews for airlines that fly from Winnipeg to St. Maarten with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 565Free CancellationRating
7.2
2,978 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to St. Maarten?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to St. Maarten from Winnipeg.

Can I find flights from Winnipeg to St. Maarten with flexible booking policies on momondo?

All flight searches from Winnipeg to St. Maarten on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Winnipeg to St. Maarten?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Winnipeg to St. Maarten.

I’m not ready to book a flight from Winnipeg to St. Maarten right now. Can momondo alert me if prices change?

If you are simply researching potential flights to St. Maarten, momondo offers a useful price alert feature which will track prices for flights to St. Maarten from Winnipeg and alert you when they change.

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Find better results for your trip to St. Maarten

Popular Cities in St. Maarten

Popular flights according to clicks in the last 7 days on momondo
Flights to Simpson Bayfrom C$ 383