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YWG - SXM

C$ 1,172 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 20/8. 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
0 bags
Sun 16/6
Sun 23/6

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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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Cheap flight deals from Winnipeg to Simpson Bay (YWG-SXM)

 
These are the cheapest deals for flights from Winnipeg to Simpson Bay currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Winnipeg to Simpson Bay

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Winnipeg to Simpson Bay.

Recent one-way flight deals from Winnipeg to Simpson Bay

Only flying one-way? Below are some of the best one-way flight deals from Winnipeg to Simpson Bay found on KAYAK recently.

Recent last-minute flight deals from Winnipeg to Simpson Bay

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Winnipeg to Simpson Bay.

Recent direct flight deals from Winnipeg to Simpson Bay

The latest deals for direct flights from Winnipeg to Simpson Bay so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Winnipeg to Simpson Bay

Find recent round-trip train or bus tickets from Winnipeg to Simpson Bay.

All round-trip flight deals to Simpson Bay

The cheapest plane tickets to Simpson Bay found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:50 p.m. - 1:12 p.m.YWG-SXM
40h 22m2 stops
6:45 p.m. - 12:09 a.m.SXM-YWG
30h 24m2 stops
C$ 1,172
Find Deal
Tue, 20 Aug - Tue, 3 Sep
8:50 p.m. - 1:12 p.m.YWG-SXM
39h 22m2 stops
6:45 p.m. - 9:12 p.m.SXM-YWG
51h 27m3 stops
C$ 1,491
Find Deal
Tue, 20 Aug - Tue, 3 Sep

Good to know

Cheapest flight

C$ 1,172
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$ 861 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.

  • 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.

See more FAQs

Top airlines 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.
7.5
WestJetOverall score based on 2919 reviews
7.7Boarding
8.2Crew
7.3Comfort
6.5Entertainment
6.5Food
Airline reviews

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

4.0 Okayneal, May 2024YYC - MCO
Read more about WestJet reviews

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Great Experience! Flight was ahead of schedule and very smooth! Wonderful flight

Too many oversized carryon baggage. If carrier reduced checked luggage fee this could be avoided. The staff were friendly and helpful, very professional.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

Nice smooth flight with pleasant stewards. Slept most of the flight, they could have slowly turned on the lights to make it more pleasant. Otherwise a good trip.

Great! No food was available during the flight due to the catering service strike but snacks were given throughout the flight which was nice.

Boarding, staff and flight great. A bit disappointed with no in flight online entertainment but I'll live. Landing was a bit of a jolt (more than usual) but hey everything else was smooth. LoL

I’ve been delayed for two days and I’m still stuck in Honolulu tired spending money

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Nothing to like about flying in the Dash 8s. With very small seats, little legroom, and a very noisy plane, nothing about such trips is enjoyable.

Seriously need to improve the time schedule and the plans

We were delayed by rain while we were on the tarmac. The crew came around and offered everyone water while we waiting 45 min in the plane.

Great TV, easy boarding, wonderful ground crew and flight crew.

Air Canada cancelled my prepaid/prebooked seat selection and changed my seats without any options.

Pretty good service and US Migratory officers providing services in Canada was awesome, because the arrival was quick and smooth

It was late leaving but made up time in the air.

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Squeeze like sardines. ANA has much better leg room. The food on air canada was disgusting. Worse that left over microwave dinner. Like you heated up microwave dinner then saved it overnight, then microwaved it again and added nasty garnish to try to elevate but instead made it as edible as cat food.

Rouge needs to offer seats with better pitch in economy. Many sick people on a full flight.

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

Winnipeg - Simpson Bay Flights

Departure:

Winnipeg (undefined)Canada

Destination:

Simpson Bay (SXM)St. Maarten

Cabin classes: