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Cheap flights from Winnipeg to Simpson Bay from C$ 878

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SXM
22 Apr — 29 Apr1
1 adult

Cheap flight deals from Winnipeg to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 April 2025.

Round-trip from

C$ 878
WestJet
  • WestJet
  • 1/6-8/6
  • 3 total stops
  • 51h 03m total
  • Winnipeg to Simpson Bay
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Find flight deals from Winnipeg to Simpson Bay

Cheapest flights from Winnipeg to Simpson Bay
Explore the most affordable flight options available from Winnipeg to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 April 2025.

Sun 1/66:30 a.m.YWG - SXM
2 stops30h 30mMultiple Airlines
Sun 8/62:10 p.m.SXM - YWG
1 stop20h 33mMultiple Airlines
Deal found 16/4C$ 878
Fri 18/45:00 a.m.YWG - SXM
1 stop8h 16mWestJet
Sun 20/43:10 p.m.SXM - YWG
2 stops25h 24mWestJet
Deal found 17/4C$ 1,500
Fri 18/412:20 p.m.YWG - SXM
2 stops24h 45mDelta
Tue 22/41:46 p.m.SXM - YWG
1 stop26h 22mDelta
Deal found 17/4C$ 1,940
Fri 18/46:45 a.m.YWG - SXM
2 stops32h 00mAir Canada
Sun 20/43:55 p.m.SXM - YWG
2 stops28h 50mAir Canada
Deal found 17/4C$ 1,990

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to Simpson Bay 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 17 April 2025.
Use the filters below to find and compare flights from Winnipeg to Simpson Bay that are best for you.

Fly from

Winnipeg

Fly to

Simpson Bay

Route

Depart

Return

Price

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 1/6

6:30 a.m.-2:00 p.m.

2 stops30h 30m

Simpson Bay Princess Juliana

Sun 8/6

2:10 p.m.-9:43 a.m.

1 stop20h 33m

C$ 878

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

Best time to book a flight from Winnipeg to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay 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 Simpson Bay

What is the cheapest time of day to fly from YWG to SXM?

Find hourly flight availability from Winnipeg to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 April 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Simpson Bay at noon. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight in the afternoon.

Related info for your journey

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

  • Can I find deals for flights from Winnipeg to Simpson Bay that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to Simpson Bay?

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

  • Can I find deals for business class flights from Winnipeg to Simpson Bay?

    Yes. Cheapflights offers flight deals from Winnipeg to Simpson Bay 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 Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Simpson Bay (average of C$ 324). Flying from Winnipeg to Simpson Bay in February is currently the most expensive (average of C$ 602). 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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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top airline flying from Winnipeg to Simpson Bay

Discover the top airline that operate flights from Winnipeg to Simpson Bay. 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 17 April 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 566AverageC$ 775FlexibilityNo cancel feeOn-time60%
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Simpson Bay?

Cheapflights makes it easy to find Winnipeg to Simpson Bay flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Simpson Bay?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to Simpson Bay with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Simpson Bay, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Simpson Bay become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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