YWG - SXM

C$ 1,207 Find Cheap Flights from Winnipeg to Simpson Bay

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Simpson Bay departing on 22/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Simpson Bay, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Winnipeg to Simpson Bay (YWG-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Simpson Bay

Mon, 22 Dec - Mon, 29 Dec
Delta Logo
5:40 p.m. - 12:15 p.m.YWG-SXM
16h 35m2 stops
Delta Logo
4:25 p.m. - 11:43 a.m.SXM-YWG
21h 18m2 stops
C$ 1,207Delta
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Tue, 23 Dec - Mon, 29 Dec
WestJet Logo
8:25 p.m. - 3:17 p.m.YWG-SXM
40h 52m2 stops
WestJet Logo
4:10 p.m. - 9:08 a.m.SXM-YWG
18h 58m2 stops
C$ 1,246WestJet
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Thu, 25 Dec - Mon, 29 Dec
WestJet Logo
5:00 a.m. - 3:17 p.m.YWG-SXM
8h 17m1 stop
WestJet Logo
4:10 p.m. - 12:35 a.m.SXM-YWG
10h 25m1 stop
C$ 1,301WestJet
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Sat, 27 Dec - Mon, 29 Dec
WestJet Logo
8:00 p.m. - 3:17 p.m.YWG-SXM
17h 17m1 stop
WestJet Logo
4:10 p.m. - 7:10 p.m.SXM-YWG
29h 00m1 stop
C$ 1,331WestJet
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Wed, 24 Dec - Wed, 31 Dec
Delta Logo
12:42 p.m. - 12:15 p.m.YWG-SXM
21h 33m2 stops
Delta Logo
4:25 p.m. - 11:43 a.m.SXM-YWG
21h 18m2 stops
C$ 1,364Delta
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Wed, 24 Dec - Wed, 31 Dec
Delta Logo
6:40 a.m. - 12:15 p.m.YWG-SXM
27h 35m2 stops
Delta Logo
4:25 p.m. - 11:43 a.m.SXM-YWG
21h 18m2 stops
C$ 1,365Delta
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Wed, 24 Dec - Mon, 29 Dec
Logo
7:00 p.m. - 3:17 p.m.YWG-SXM
18h 17m1 stop
Logo
4:10 p.m. - 12:35 a.m.SXM-YWG
10h 25m1 stop
C$ 1,531
Find Deal
Wed, 24 Dec - Wed, 31 Dec
United Airlines Logo
5:30 a.m. - 1:51 p.m.YWG-SXM
30h 21m2 stops
United Airlines Logo
4:55 p.m. - 9:44 p.m.SXM-YWG
30h 49m2 stops
C$ 1,772United Airlines
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Mon, 22 Dec - Tue, 30 Dec
Logo
8:20 p.m. - 3:17 p.m.YWG-SXM
16h 57m1 stop
Logo
4:10 p.m. - 12:35 a.m.SXM-YWG
10h 25m1 stop
C$ 1,880
Find Deal
Tue, 23 Dec - Wed, 31 Dec
Air Canada Logo
7:05 p.m. - 4:00 p.m.YWG-SXM
18h 55m1 stop
Air Canada Logo
5:00 p.m. - 11:43 a.m.SXM-YWG
20h 43m1 stop
C$ 2,082Air Canada
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Useful Info

KAYAK's insights & trends for Winnipeg to Simpson Bay flights

Get data-powered insights and trends into flights from Winnipeg to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Winnipeg to Simpson Bay?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Winnipeg to Simpson Bay were found on Delta (C$ 1,207) and WestJet (C$ 1,246).

Find deals

Good to know

Cheapest flightC$ 1,207
Flight from Winnipeg to Simpson Bay

When to book flights from Winnipeg to Simpson Bay

Are your dates flexible? Find out the best times to travel from Winnipeg to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Simpson Bay

  • What is the cheapest flight from Winnipeg to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Winnipeg to Simpson Bay was C$ 882 for a round-trip ticket.

  • Which aircraft models fly most regularly from Winnipeg to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Winnipeg to Simpson Bay?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Winnipeg and Simpson Bay, with Star Alliance being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Winnipeg to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Winnipeg with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Winnipeg to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
WestJetOverall score based on 2908 reviews
6.2Food
7.9Crew
6.1Entertainment
7.4Boarding
7.0Comfort
Airline reviews

Generally good. However. The flight left 30 mins behind schedule with no reason given.

8.0 Excellentsamuel, Jun 2025YYZ - YYC
Read more WestJet reviews

Generally good. However. The flight left 30 mins behind schedule with no reason given.

Flight delayed, missed my pick-up had to Uber, plus missed dinner and medication, so sad!

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

Everything you need to know for your flight from Winnipeg to Simpson Bay

Information on your arrival and departure airports

Winnipeg (YWG)
Simpson Bay (SXM)

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