YYZ - SXM

C$ 241 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 2/10. 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 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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Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto to Simpson Bay

Sat, 1 Nov - Sat, 8 Nov
United Airlines Logo
8:55 a.m. - 3:57 p.m.YYZ-SXM
31h 02m1 stop
United Airlines Logo
2:51 p.m. - 4:02 p.m.SXM-YYZ
26h 11m1 stop
C$ 403United Airlines
Find Deal
Sat, 13 Sep - Sun, 21 Sep
Copa Airlines Logo
9:00 a.m. - 11:26 a.m.YYZ-SXM
26h 26m1 stop
Copa Airlines Logo
12:25 p.m. - 1:13 a.m.SXM-YYZ
12h 48m1 stop
C$ 454Copa Airlines
Find Deal
Tue, 4 Nov - Tue, 11 Nov
WestJet Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 479WestJet
Find Deal
Sun, 7 Sep - Sun, 14 Sep
WestJet Logo
8:30 a.m. - 1:14 p.m.YYZ-SXM
4h 44mdirect
WestJet Logo
2:10 p.m. - 7:10 p.m.SXM-YYZ
5h 00mdirect
C$ 490WestJet
Find Deal
Tue, 13 Jan - Tue, 27 Jan
American Airlines Logo
7:25 a.m. - 4:10 p.m.YYZ-SXM
7h 45m1 stop
American Airlines Logo
4:15 p.m. - 11:50 a.m.SXM-YYZ
20h 35m1 stop
C$ 495American Airlines
Find Deal
Tue, 13 Jan - Tue, 27 Jan
American Airlines Logo
7:25 a.m. - 4:10 p.m.YYZ-SXM
7h 45m1 stop
American Airlines Logo
5:20 p.m. - 11:50 a.m.SXM-YYZ
19h 30m1 stop
C$ 497American Airlines
Find Deal
Sat, 8 Nov - Thu, 13 Nov
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 8:52 p.m.SXM-YYZ
8h 47m1 stop
C$ 512Air Transat
Find Deal
Tue, 28 Oct - Sat, 8 Nov
Air Canada Logo
12:30 a.m. - 12:50 p.m.YYZ-SXM
12h 20m2 stops
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 521Air Canada
Find Deal
Sat, 6 Dec - Fri, 12 Dec
Air Canada Logo
6:40 p.m. - 1:18 p.m.YYZ-SXM
17h 38m1 stop
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 527Air Canada
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 530Air Transat
Find Deal
Expert advice

Expert advice for your flight from Toronto to Simpson Bay

 
Snippets provided in this section are AI-generated based on a summarisation 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 original 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
Booking Insights

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 Thursdays.

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$ 394 (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$ 814 and C$ 775 respectively.

Can I save money by flying with a layover from Toronto Pearson Intl Airport to Simpson Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 1,380 on average.

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, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonSeptember
Cheapest flightC$ 241
Best time to beat the crowds (39% less expensive on average)
Most popular time to fly (20% 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$ 175 for a one-way ticket and C$ 292 for a round-trip.

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

    Only Air Canada offers inflight Wi-Fi service on the Toronto to Simpson Bay flight route.

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

    The Boeing 737 MAX 8 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 Thursday, and Sunday.

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

    The two airlines most popular with KAYAK users for flights from Toronto to Simpson Bay are Caribbean Airlines and Delta. With an average price for the route of C$ 954 and an overall rating of 8.1, Caribbean Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of C$ 766 and an overall rating of 8.0.

  • 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$ 248 or less one-way and C$ 622 or less round-trip.

Prefer to fly direct from Toronto to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Toronto Pearson Intl to Simpson Bay Princess Juliana.
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

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more nonstop flights

Direct returns

Simpson Bay Princess Juliana to Toronto Pearson Intl

Thursday

WestJet

WestJet

Sunday

WestJet

WestJet

See more nonstop flights

Reviews of the top 5 airlines flying 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.
7.7
Air TransatOverall score based on 424 reviews
7.3Comfort
7.9Boarding
6.7Food
8.4Crew
7.1Entertainment
Airline reviews

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

8.0 ExcellentSuzanne, Jul 2025MAN - YYZ
Read more Air Transat reviews

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

The plane was pretty full, and we dis not have any includes meal for our 4h30 flight? And on-board entertainment wasn't available, there was no TV or plugging to charger your device on the plane. They told us to download an app if we wanted to watch movies but it never connected, that was a disappointment, the r we st was very good though and the crew were really nice!

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

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.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

Mechanical delay and no compensation. Missed connection as a result of their delay. Mediocre performance and service. Horrible airline currently with horrible culture.

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

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.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

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.

Crew professional. Easy bag drop off. On time. Good entertainment.

Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.

7 hour layover was a drag. Free internet on the long leg was great.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

From vancouver go calgary nd vice vetsa fligjt was delayed

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

It was good! Short flight and it was on time!

Arrival at Comox from, London,ON 6 hours later... No bueano

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!

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.

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.

Flying in the Dreamliner is always comfortable. Though the food options for Air Canada aren't great.

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

I n the Toronto airport I had trouble finding my zone. It was 47. I went from Zone 1 to the end of the line.didn't find it. Then saw my zone somewhat by accident over by where you first come in. Signs could be more helpful or more personnel directing people like me.

Wonderful airline. All staff were pleasant and helpful. What is sad is that it wasn’t grand gestures just everyday pleasantness and friendliness that are missing from the other airlines I have flown recently.

Friendly efficient crew, but plane had no way to charge phone. That is a near necessity with today’s travel where we carry out travel documents on our phones.

Orderly boarding. The flight to Montreal was difficult to get to on time, but had help from staffer.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

The checking of my carry-on was not the greatest idea. It was selected for a security check in Toronto and didn't make it to my connecting flight. Fortunately Air Canada delivers late luggage to Whistler so I got it at 2 A M.

The seating and lack of leg room. I paid extra for more leg room. The space for under seat storage was a joke.

Well managed flight comfortable. Wish they had back of seat screens

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

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