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

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 13/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SXM
4 Aug — 11 Aug1
1 adult

Cheap 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 30 July 2025.

Round-trip from

C$ 742

One-way from

C$ 314
4/11-5/11
  • 4/11-5/11
  • 3 total stops
  • 37h 05m total
  • Winnipeg to St. Maarten
Search Deals
WestJet
  • WestJet
  • 13/9
  • 2 total stops
  • 23h 59m total
  • Winnipeg to St. Maarten
Search Deals

Find flight deals from Winnipeg to St. Maarten

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 30 July 2025.

Tue 4/115:00 a.m.YWG - SXM
1 stop8h 21mMultiple Airlines
Wed 5/114:28 p.m.SXM - YWG
2 stops28h 44mMultiple Airlines
Deal found 29/7C$ 742
Sun 28/128:05 p.m.YWG - SXM
1 stop17h 16mWestJet
Fri 2/14:20 p.m.SXM - YWG
1 stop21h 15mWestJet
Deal found 30/7C$ 1,549
Sun 28/127:30 a.m.YWG - SXM
1 stop29h 25mDelta
Fri 2/11:45 p.m.SXM - YWG
2 stops46h 23mDelta
Deal found 30/7C$ 1,875
Sun 28/122:15 p.m.YWG - SXM
2 stops21h 35mUnited Airlines
Fri 2/14:55 p.m.SXM - YWG
2 stops29h 53mUnited Airlines
Deal found 29/7C$ 1,928
Sun 28/121:45 p.m.YWG - SXM
2 stops24h 15mAir Canada
Fri 2/15:00 p.m.SXM - YWG
2 stops25h 35mAir Canada
Deal found 28/7C$ 2,273

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 30 July 2025.
Use the filters below to find and compare flights from Winnipeg to St. Maarten that are best for you.

Fly from

Winnipeg

Fly to

St. Maarten

Route

Depart

Return

Price

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

4:28 p.m.-7:12 p.m.

2 stops28h 44m

C$ 742

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 28/12

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

1 stop17h 16m

Simpson Bay Princess Juliana

Fri 2/1

4:20 p.m.-11:35 a.m.

1 stop21h 15m

C$ 1,549

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$ 1,875

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$ 1,928

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 28/12

1:45 p.m.-4:00 p.m.

2 stops24h 15m

Simpson Bay Princess Juliana

Fri 2/1

5:00 p.m.-4:35 p.m.

2 stops25h 35m

C$ 2,273

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sat 13/9

12:15 p.m.-1:14 p.m.

2 stops23h 59m

C$ 314

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sat 13/9

12:15 p.m.-1:14 p.m.

1 stop23h 59m

C$ 378

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/7

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 30 July 2025.
Read through reviews of airlines operating flights from Winnipeg to St. Maarten, such as Delta,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Moishe,Oct 2024

LGA - DEN

The plane had a mechanical error that delayed us by almost an hour. On the positive side the captain kept us all in the know
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Moishe,Oct 2024

LGA - DEN

The plane had a mechanical error that delayed us by almost an hour. On the positive side the captain kept us all in the know
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Moishe,Oct 2024

LGA - DEN

The plane had a mechanical error that delayed us by almost an hour. On the positive side the captain kept us all in the know
WestJet
7.2
Good
2,975 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Moishe,Oct 2024

LGA - DEN

The plane had a mechanical error that delayed us by almost an hour. On the positive side the captain kept us all in the know
Air Canada
7.1
Good
9,837 reviews
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Moishe,Oct 2024

LGA - DEN

The plane had a mechanical error that delayed us by almost an hour. On the positive side the captain kept us all in the know

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.

  • 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.

  • What is the cheapest month to book a flight from Winnipeg to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to St. Maarten (average of C$ 324). Flying from Winnipeg to St. Maarten in February is currently the most expensive (average of C$ 600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 30 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 563AverageC$ 756FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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

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

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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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