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Cheap flights from Winnipeg to Saint Martin Island from C$ 343

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SXM
15 Jan — 22 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Saint Martin Island

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Saint Martin Island
Explore the most affordable flight options available from Winnipeg to Saint Martin Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 December 2025.

Sun 28/128:05 p.m.YWG - SXM
1 stop17h 16mWestJet
Fri 2/14:20 p.m.SXM - YWG
1 stop21h 15mWestJet
Deal found 15/12C$ 2,628
Sun 28/1212:10 p.m.YWG - SXM
3 stops26h 23mAmerican Airlines
Fri 2/12:59 p.m.SXM - YWG
3 stops34h 36mAmerican Airlines
Deal found 15/12C$ 5,248

Find flight deals from Winnipeg to Saint Martin Island

Keep the following information in mind while searching for Winnipeg to Saint Martin Island flight deals. Data was last updated 16 December 2025.

Round-trip from

C$ 573

One-way from

C$ 343
WestJet
  • WestJet
  • 21/1-28/1
  • 3 total stops
  • 42h 26m total
  • Winnipeg to Saint Martin Island
Search Deals
29/1
  • 29/1
  • 3 total stops
  • 30h 40m total
  • Winnipeg to Saint Martin Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Saint Martin Island 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 16 December 2025.
Use the filters below to find and compare flights from Winnipeg to Saint Martin Island that are best for you.

Fly from

Winnipeg

Fly to

Saint Martin Island

Route

Depart

Return

Price

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 12/1

7:05 p.m.-4:00 p.m.

1 stop18h 55m

Simpson Bay Princess Juliana

Fri 16/1

5:00 p.m.-10:46 a.m.

2 stops19h 46m

C$ 574

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Wed 21/1

5:30 a.m.-4:00 p.m.

1 stop8h 30m

Simpson Bay Princess Juliana

Wed 28/1

5:00 p.m.-5:19 p.m.

1 stop26h 19m

C$ 578

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Fri 23/1

5:30 a.m.-4:00 p.m.

1 stop8h 30m

Simpson Bay Princess Juliana

Tue 27/1

5:00 p.m.-12:39 p.m.

1 stop21h 39m

C$ 607

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Tue 3/2

8:05 p.m.-3:17 p.m.

1 stop17h 12m

Simpson Bay Princess Juliana

Tue 10/2

4:20 p.m.-10:07 a.m.

2 stops19h 47m

C$ 621

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Tue 3/2

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

2 stops32h 00m

Simpson Bay Princess Juliana

Tue 10/2

5:00 p.m.-8:28 p.m.

2 stops29h 28m

C$ 628

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 12/1

12:40 p.m.-3:21 p.m.

2 stops24h 41m

Simpson Bay Princess Juliana

Thu 15/1

4:20 p.m.-6:06 p.m.

2 stops27h 46m

C$ 648

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 29/1

5:30 a.m.-2:10 p.m.

3 stops30h 40m

C$ 343

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Thu 29/1

7:05 p.m.-4:00 p.m.

1 stop18h 55m

C$ 347

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/12

Best time to book a flight from Winnipeg to Saint Martin Island

Have a flexible travel schedule? Discover the best time to fly to Saint Martin Island 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 Saint Martin Island
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Saint Martin Island

Get insights into the airlines that provide service to Saint Martin Island. 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 Saint Martin Island. Reviews last updated 16 December 2025.
See what other customers who have flown with WestJet from Winnipeg to Saint Martin Island have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,202 reviews
Check prices

Comfort

7.1

Boarding

7.4

Food

6.2

Crew

7.9

Entertainment

6.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
WestJet
7.2
Good
3,202 reviews
WestJet
7.2
Good
3,202 reviews
Check prices

Comfort

7.1

Boarding

7.4

Food

6.2

Crew

7.9

Entertainment

6.1

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Saint Martin Island. 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 Saint Martin Island?

    Located just 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Saint Martin Island from Winnipeg.

  • How long is the flight from Winnipeg to Saint Martin Island?

    Airlines like Air Canada fly from Winnipeg to Saint Martin Island in about 18h 55m. The time it takes to get you to your destination can typically vary by up to . The distance from Winnipeg to Saint Martin Island is about 4661 km.

  • Can I find deals for flights from Winnipeg to Saint Martin Island that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Saint Martin Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Saint Martin Island?

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

  • Can I find deals for business class flights from Winnipeg to Saint Martin Island?

    Yes. Cheapflights offers flight deals from Winnipeg to Saint Martin Island 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 Saint Martin Island

Discover the top airline that operate flights from Winnipeg to Saint Martin Island. 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 16 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 562AverageC$ 800FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Winnipeg to Saint Martin Island?

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Can Cheapflights find flights from Winnipeg to Saint Martin Island with no change fees?

Need flexible booking options for your flight to Saint Martin Island from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Saint Martin Island become cheaper?

Yes! Start tracking prices for Winnipeg to Saint Martin Island flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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