YYZ - SXM

C$ 176 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 21/4. 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, 0 bags

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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Flight Deals

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

Sun, 14 Dec - Fri, 19 Dec
American Airlines Logo
7:14 p.m. - 1:52 p.m.YYZ-SXM
17h 38m1 stop
American Airlines Logo
3:10 p.m. - 10:16 a.m.SXM-YYZ
20h 06m1 stop
C$ 479American Airlines
Find Deal
Sat, 29 Nov - Sat, 6 Dec
United Airlines Logo
6:50 a.m. - 3:57 p.m.YYZ-SXM
8h 07m1 stop
United Airlines Logo
5:00 p.m. - 9:58 a.m.SXM-YYZ
17h 58m2 stops
C$ 481United Airlines
Find Deal
Tue, 7 Apr - Fri, 17 Apr
WestJet Logo
9:30 a.m. - 2:17 p.m.YYZ-SXM
4h 47mdirect
WestJet Logo
3:20 p.m. - 8:42 p.m.SXM-YYZ
5h 22mdirect
C$ 502WestJet
Find Deal
Sun, 9 Nov - Fri, 14 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$ 503WestJet
Find Deal
Mon, 10 Nov - Tue, 18 Nov
Multiple Airlines Logo
12:30 a.m. - 1:50 p.m.YYZ-SXM
12h 20m2 stops
Multiple Airlines Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 510Multiple Airlines
Find Deal
Tue, 3 Feb - Tue, 17 Feb
Air Transat Logo
11:10 p.m. - 11:55 a.m.YYZ-SXM
11h 45m1 stop
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 524Air Transat
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$ 531Air Transat
Find Deal
Mon, 6 Apr - Fri, 17 Apr
Air Canada Logo
12:30 a.m. - 1:35 p.m.YYZ-SXM
13h 05m1 stop
Air Canada Logo
4:00 p.m. - 9:00 p.m.SXM-YYZ
5h 00mdirect
C$ 537Air Canada
Find Deal
Sun, 7 Dec - Tue, 16 Dec
Multiple Airlines Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
Multiple Airlines Logo
3:40 p.m. - 12:04 a.m.SXM-YYZ
9h 24m1 stop
C$ 560Multiple Airlines
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
10:15 a.m. - 4:00 p.m.YYZ-SXM
4h 45mdirect
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 566Air Canada
Find Deal

Everything you should know

Our travellers' advice
AI-generated summary based on content written by travel experts
Air Canada's Preferred Economy adds 10 cm of legroom.
WestJet's bidding on upgrades can save on Premium fares.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from C$ 479 (round-trip)
Air Transat
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 14% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 479
Overall average: C$ 803
American Airlines
Sun 14/12Fri 19/12
YYZ - SXM • 1 stop
Cheapest direct flights
C$ 502
Typical prices: C$ 516-C$ 799
WestJet
Tue 7/4Thu 16/4
YYZ - SXM • Direct
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
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 Wednesday and avoid Saturdays if you are looking for the best rates. For your return to Toronto, you’ll find the best rates on Fridays 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$ 597 (return) on average. On the other hand, the most expensive months are August and December, where the average cost of round-trip tickets is C$ 808 and C$ 803 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.

No, with an average price for the route of C$ 672, prices are generally cheapest when you fly direct.

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 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

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

Good to know

Low seasonOctober
Cheapest flightC$ 176
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (16% 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$ 176 for a one-way ticket and C$ 479 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 Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Toronto to Simpson Bay flight route.

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

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

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

    There are direct flights from Toronto to Simpson Bay on a daily basis.

  • 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$ 966 and an overall rating of 8.0, Caribbean Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of C$ 776 and an overall rating of 7.9.

  • 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$ 327 or less one-way and C$ 591 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

Monday

WestJet,Air Canada

WestJet,Air Canada

Tuesday

WestJet,Air Canada,Air Transat

WestJet,Air Canada, +1 more

Wednesday

Air Canada,WestJet

Air Canada,WestJet

Thursday

WestJet

WestJet

Friday

Air Canada,WestJet

Air Canada,WestJet

Saturday

Air Canada,Air Transat

Air Canada,Air Transat

Sunday

WestJet

WestJet

See more nonstop flights

Direct returns

Simpson Bay Princess Juliana to Toronto Pearson Intl

Monday

WestJet,Air Canada

WestJet,Air Canada

Tuesday

WestJet,Air Canada,Air Transat

WestJet,Air Canada, +1 more

Wednesday

Air Canada,WestJet

Air Canada,WestJet

Thursday

WestJet

WestJet

Friday

Air Canada,WestJet

Air Canada,WestJet

Saturday

Air Canada,Air Transat

Air Canada,Air Transat

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.
7.8
Air TransatOverall score based on 469 reviews
7.4Comfort
7.9Boarding
8.5Crew
6.8Food
7.1Entertainment
Airline reviews

It was very good but no tv but the experience was great

8.0 ExcellentPatricia M, Oct 2025YUL - YEG
Read more Air Transat reviews

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

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

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

The flight was on time and crew were nice, seats were tight and there was entertainment available

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Good service, friendly staff. Food was average for airlines and the seats were small.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

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.

We landed 26 min early. It was awesome! Smooth ride too.

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

I like how spacious the plane was but I did not like the fact that there was no entertainment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

Good value, minor delay due to waiting for inbound plane but they gave accurate information about wait time. Able to switch to a seat by my husband thanks to a kind flight attendant

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.

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!

Snacks were just placed and many people were hungry and unaware they were available. Ran out of water bottles. Attendants not available. Missed entire meal.

Very Bad experience with Swiss, they robbed me for additional baggage and misguided. The flight was delayed for 2hr 55 minutes, screens were not functional and food was also bad.

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

More space on a sold out fight and food trays were dirty

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

My original flight was cancelled -- but I have to mention the excellent service I was given by the agent working at check-in who found me an earlier flight -- and helped me navigate security, ensured my baggage kept up with the quick check-in and boarding process -- and just generally made the re-booking process a breeze. Thank you! On flight was fine, but we unfortunately meant no in-flight service -- no water, or coffee (it was an early morning flight...), but the crew was pleasant and accommodating throughout.

No in flight entertainment on a 750 mile flight. Made you join their "program" to get it. It was free on my first leg of the flight from Cincinnati to Toronto. In addition, there was brief period of turbulence that prohibited the crew from serving refreshments. They used that short interruption as an excuse to never serve drinks at all. They had ample time to do so and chose not to. They went around serving half cups of water instead rather than have their carts in the aisle with drinks.

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

Just a two hour flight... boarding was smooth and easy going... flight was smooth... crew very helpful... snack of pretzels was awful, that needs changed...

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

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