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Cheap flights from Winnipeg to Simpson Bay from C$ 609

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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SXM
22 Jan — 29 Jan1
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 January 2025.

Round-trip from

C$ 609
WestJet
  • WestJet
  • 5/4-15/4
  • 4 total stops
  • 46h 14m 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 January 2025.

Sat 5/41:00 p.m.YWG - SXM
2 stops24h 16mWestJet
Tue 15/43:10 p.m.SXM - YWG
2 stops21h 58mWestJet
Deal found 14/1C$ 609
Sun 16/36:45 a.m.YWG - SXM
2 stops31h 30mAir Canada
Sun 23/33:55 p.m.SXM - YWG
2 stops29h 03mAir Canada
Deal found 15/1C$ 687
Sat 5/47:00 p.m.YWG - SXM
1 stop18h 16mMultiple Airlines
Tue 15/43:10 p.m.SXM - YWG
1 stop21h 12mMultiple Airlines
Deal found 14/1C$ 724
Sun 16/27:30 a.m.YWG - SXM
1 stop29h 46mDelta
Sat 22/23:40 p.m.SXM - YWG
1 stop22h 11mDelta
Deal found 14/1C$ 2,061

Find flights from Winnipeg to Simpson Bay within your budget

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 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sat 5/4

1:00 p.m.-2:16 p.m.

2 stops24h 16m

Simpson Bay Princess Juliana

Tue 15/4

3:10 p.m.-12:08 p.m.

2 stops21h 58m

C$ 609

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 16/3

6:45 a.m.-3:15 p.m.

2 stops31h 30m

Simpson Bay Princess Juliana

Sun 23/3

3:55 p.m.-7:58 p.m.

2 stops29h 03m

C$ 687

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sat 5/4

7:00 p.m.-2:16 p.m.

1 stop18h 16m

Simpson Bay Princess Juliana

Tue 15/4

3:10 p.m.-11:22 a.m.

1 stop21h 12m

C$ 724

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 16/2

7:30 a.m.-3:16 p.m.

1 stop29h 46m

Simpson Bay Princess Juliana

Sat 22/2

3:40 p.m.-11:51 a.m.

1 stop22h 11m

C$ 2,061

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

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.

Travel insights for flights from Winnipeg to Simpson Bay

Get recent, data-driven insights about flights from Winnipeg to Simpson Bay including ideal travel times, pricing trends, and more.

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 January 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.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated 17 January 2025.
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

On time flights; courteous staff; efficient boarding system! Thank you!

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

On time flights; courteous staff; efficient boarding system! Thank you!

WestJet
7.2
Good
2,824 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

On time flights; courteous staff; efficient boarding system! Thank you!

Air Canada
7.0
Good
8,587 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

On time flights; courteous staff; efficient boarding system! Thank you!

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.

  • What are the cheapest airlines flying from Winnipeg to Simpson Bay round-trip?

    According to our current data, WestJet (C$ 609), Air Canada (C$ 687), and Delta (C$ 2,061) offers the cheapest pricing from Winnipeg to Simpson Bay.

  • 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 July is currently the most expensive (average of C$ 698). 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

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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 January 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 587AverageC$ 867FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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