YYZ - SXM

C$ 255 Find Cheap Flights from Toronto to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to Simpson Bay departing on 18/6. 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.
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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 Toronto to Simpson Bay.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Simpson Bay.
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Flights Deals

Cheap Flight Deals from Toronto to Simpson Bay (YYZ-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto 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.

Recent round-trip flight deals from Toronto to Simpson Bay

KAYAK's recommended round-trip deals from the most popular airlines that fly from Toronto to Simpson Bay.
Discover the best prices for you by selecting your travel dates on KAYAK.
WestJet Logo
8:30 a.m. - 1:15 p.m.YYZ-SXM
4h 45mdirect
WestJet Logo
2:10 p.m. - 7:13 p.m.SXM-YYZ
5h 03mdirect
C$ 412WestJet
Find Deal
Thu, 5 Jun - Sun, 8 Jun
WestJet Logo
8:30 a.m. - 1:15 p.m.YYZ-SXM
4h 45mdirect
WestJet Logo
2:10 p.m. - 7:13 p.m.SXM-YYZ
5h 03mdirect
C$ 414WestJet
Find Deal
Thu, 5 Jun - Sun, 8 Jun
American Airlines Logo
6:00 a.m. - 2:24 p.m.YYZ-SXM
8h 24m1 stop
American Airlines Logo
4:40 p.m. - 11:59 a.m.SXM-YYZ
19h 19m1 stop
C$ 426American Airlines
Find Deal
Tue, 20 May - Fri, 30 May
American Airlines Logo
6:00 a.m. - 3:31 p.m.YYZ-SXM
9h 31m1 stop
American Airlines Logo
4:40 p.m. - 11:55 a.m.SXM-YYZ
19h 15m2 stops
C$ 458American Airlines
Find Deal
Mon, 26 May - Mon, 2 Jun
WestJet Encore Logo
6:00 a.m. - 1:15 p.m.YYZ-SXM
7h 15m1 stop
WestJet Encore Logo
4:40 p.m. - 5:20 p.m.SXM-YYZ
24h 40m2 stops
C$ 577WestJet Encore
Find Deal
Sun, 11 May - Thu, 15 May
WestJet Encore Logo
7:15 p.m. - 3:31 p.m.YYZ-SXM
20h 16m2 stops
WestJet Encore Logo
4:40 p.m. - 5:20 p.m.SXM-YYZ
24h 40m2 stops
C$ 583WestJet Encore
Find Deal
Sun, 11 May - Thu, 15 May
United Airlines Logo
7:30 a.m. - 2:43 p.m.YYZ-SXM
7h 13m1 stop
United Airlines Logo
3:55 p.m. - 9:58 a.m.SXM-YYZ
18h 03m2 stops
C$ 637United Airlines
Find Deal
Wed, 30 Jul - Wed, 6 Aug
United Airlines Logo
7:47 p.m. - 12:29 p.m.YYZ-SXM
16h 42m1 stop
United Airlines Logo
3:55 p.m. - 1:42 p.m.SXM-YYZ
21h 47m2 stops
C$ 692United Airlines
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Delta Logo
6:00 a.m. - 1:50 p.m.YYZ-SXM
7h 50m1 stop
Delta Logo
3:15 p.m. - 11:53 p.m.SXM-YYZ
8h 38m1 stop
C$ 696Delta
Find Deal
Mon, 15 Sep - Sun, 21 Sep
Delta Logo
6:15 a.m. - 2:00 p.m.YYZ-SXM
7h 45m1 stop
Delta Logo
3:10 p.m. - 11:57 p.m.SXM-YYZ
8h 47m1 stop
C$ 789Delta
Find Deal
Wed, 25 Jun - Wed, 3 Sep
Expert advice

Expert advice for your flight from Toronto to Simpson Bay

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
WestJet

WestJet's Premium cabin offers 5-18 cm extra legroom and priority boarding for added comfort.


WestJet offers bidding on upgrades to Business or Premium, often at a lower cost than booking outright.

Read more about WestJetby Stefanie Waldek
Air Canada

Air Canada's Preferred Economy offers up to 10 cm extra legroom for a more comfortable journey.


Air Canada's Wi-Fi is free for messaging for Aeroplan members, enhancing connectivity during flights.

Read more about Air Canadaby Stefanie Waldek
Air Transat

Air Transat's Club Class offers wider seats and more legroom, ideal for a comfortable flight.


Air Transat's Eco Flex allows free changes and cancellations, offering flexibility for travel plans.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet and Air Canada

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
John Walton

John Walton

Expert on Air Transat

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Useful Info

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

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

What’s the cheapest day of the week to fly from Toronto to Simpson Bay?

The average price of all round-trip flights from Toronto Pearson Intl Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.

When flying from Toronto to Simpson Bay, you should consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Toronto, you’ll find the best rates on Wednesdays and the most expensive ones on Saturdays.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto Pearson Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Toronto Pearson Intl Airport to Simpson Bay is September, where tickets cost C$ 429 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is C$ 817 and C$ 797 respectively.

How far in advance should I book a flight from Toronto Pearson Intl Airport to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto Pearson Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Toronto Pearson Intl Airport to Simpson Bay, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flightC$ 255
Best time to beat the crowds (33% less expensive on average)
Most popular time to fly (26% more expensive on average)
Flight from Toronto to Simpson Bay

When to book flights from Toronto to Simpson Bay

Are your dates flexible? Find out the best times to travel from Toronto 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 Toronto to Simpson Bay flights

  • What is the cheapest flight from Toronto Pearson Intl Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Toronto Pearson Intl Airport to Simpson Bay was C$ 184 for a one-way ticket and C$ 298 for a round-trip.

  • Which airlines offer Wi-Fi service onboard planes from Toronto to Simpson Bay?

    Air Canada, and WestJet offer inflight Wi-Fi service on the Toronto to Simpson Bay flight route.

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

    The Airbus A321neo is the aircraft model that flies most regularly on the Toronto to Simpson Bay flight route.

  • On which days can I fly direct from Toronto to Simpson Bay?

    You can catch a direct flight from Toronto to Simpson Bay on Tuesday, Thursday, and Sunday.

  • Which is the best airline for flights from Toronto to Simpson Bay, WestJet Encore or Caribbean Airlines?

    The two airlines most popular with KAYAK users for flights from Toronto to Simpson Bay are WestJet Encore and Caribbean Airlines. With an average price for the route of C$ 1,251 and an overall rating of 9.2, WestJet Encore is the most popular choice. Caribbean Airlines is also a great choice for the route, with an average price of C$ 1,004 and an overall rating of 8.2.

  • How does KAYAK find such low prices on flights from Toronto 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 Toronto to Simpson Bay.

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

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

  • What is the Hacker Fare option on flights from Toronto 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 Toronto with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto 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 Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Toronto Pearson Intl Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 207 or less one-way and C$ 565 or less round-trip.

Prefer to fly direct from Toronto to Simpson Bay?

Find which airlines fly direct from Toronto Pearson Intl Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Toronto Pearson Intl to Simpson Bay Princess Juliana

Tuesday

WestJet

WestJet

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more nonstop flights

Direct returns

Simpson Bay Princess Juliana to Toronto Pearson Intl

Tuesday

WestJet

WestJet

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more nonstop flights
See more nonstop flights

Top 5 airlines serving from Toronto to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Toronto 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 Toronto 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.
7.8
Air TransatOverall score based on 385 reviews
7.1Entertainment
7.4Comfort
7.9Boarding
8.5Crew
6.7Food
Airline reviews

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

10.0 ExcellentSophia, Feb 2025YUL - FDF
Read more Air Transat reviews

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Great flight and crew. Food isn't free and neither are headphones...

We were in economy class but paid for option Plus which offer you an extra snack after take off, free earplugs & blanket. The crew were very attentive. The comfort however wasn’t great, hard to be comfortable in such restraint place. Wasn’t able to sleep through out the 7hrs flight and was exhausted upon arrival.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Not as good as expected Air Can needs to improve totally rated on internet as worst

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

I had a carry on and a personal bag. I put my personal item under my seat and on way to the seat I put my bag up. I usually close my eyes and rest as I was on call for last 36 hours. I heard very loud announcements that someone needs to identify their bag. Pretty sure it was not mine until the hostess pointed out my jacket details attached to the bag. I asked why she got my bag out. I got berated and did not want to create a scene. But this person needs to be talked to.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

The drinks selection could be improved some. I like the fact that I can pick my seat and get upgraded fairly ofter.

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

Only thing that I liked it that I got to my destination safely, otherwise American Airlines stinks.

The crew were a bit short and not as warm although they did take care of small details that I requested.

Was able to get on early due to being short of breathe. Agents very helpful.

The luggage was completely damaged. It was ripped at the corner and the lock was stuck. We had to rip it open.

My husband required a wheelchair to get to the airplane and the service he received was exemplary. Thank you.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

crew was great, wifi was very poor could not even load a youtube video

WestJet was able to re-book us to the next available flight at no charge when air traffic controller staffing shortage delayed our inbound flight

Our flight was delayed for almost 2 hours resulting in a rush to connect to our next flight

I am a tall woman and could not move my legs enough to reach down under the seat in front of me to retrieve anything I put down there. I sat in both aisle and window seats and felt extremely cramped. In the aisle seat, if the stewardess was heavy, it was impossible to pass, and she would knock my arm shoulder and thigh every time she went by. If I can avoid it, I will not be flying this airline again.

We never had an experience they canceled the flight and they did not offer us an alternative flight. I had to book one on my own expense. They offered us food voucher and we could not use them at the airport it kept saying not attached to an existing flight. The people at the counter were rude and cold and they did not care about our situation

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Get our, as a group, skis on time to their destination. Have more attendants checking people in. There was only one. The line was a block long :( . Also flight change with 5-hour delay

Found the seats very crowded—too close together ! And waited a long time for our luggage All staff at both ends were excellent!!!

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

During the pre-departure safety briefing, the flight attendants rushed through the mandatory safety announcements in both official languages, making it difficult for passengers to clearly understand the instructions. Given the importance of these messages for passenger safety, this lack of clarity was concerning. Perhaps use a recoded message to alleviate this concern. Additionally, the flight attendants appeared to lack the professional attentiveness typically expected during a flight. Rather than focusing on timely and courteous service, they seemed more engaged in personal conversations than in addressing the needs of passengers. I hope this feedback is taken constructively and helps in maintaining the high standards of professionalism and care that travelers expect from a national carrier: AC.

They left on of my bags in Toronto and it took two days to get it.

The whole experience what excellent, from Anjou at the ticket counter to the attendants on the flight. Although it was an older plane, it was a very good flight. One of the best flights I have had on Air Canada!

Flight 3 hours late due to poor planning followed by a thunderstorm which happened after the scheduled departure time. Plane stuck on ground for 3 hours and flight connections missed without compensation resulting in new tickets needing to be bought.

It was what it was. The crew were very supportive of my wife's inability to sit for long (without severe pain). I say the food was excellent because we bought sushi at Bento, pre flite. We did not complete the final leg (YVR to YYJ) as we were able to catch the last ferry to Swartz Bay. Thanks to Air Canada ( crew and network ) for the connections to/from SJO.

it was great only downfall was that the tvs weren't working but the rest was great specially the wifi

Unable to serve coffee on flight which I understand but inconvenient.

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