YYZ - SXM

C$ 212 Find Cheap Flights from Toronto to Simpson Bay – Compare and Save

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 4/10. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 483
Typical prices: C$ 499-C$ 861
Air Canada
Sun 25/10Sun 1/11
YYZ - SXM • 1 stop
Cheapest direct flights
C$ 490
Typical prices: C$ 507-C$ 841
Air Canada
Thu 22/10Wed 4/11
YYZ - SXM • Direct
Direct flights
Mon, Thu, Sat, Sun
You can fly direct with WestJet and Air Canada. Average duration is 4h 45m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
+1
Top airlines
Cheapest • from C$ 483 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Top layover airports
Cheapest • Avg C$ 397 (round-trip)
Shortest trip • 7h 17m (one-way)
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 15% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Expert advice
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, 25 Oct - Sun, 1 Nov
Air Canada Logo
9:10 p.m. - 12:50 p.m.
YYZ
-
SXM
15h 40m
1 stop
Air Canada Logo
4:45 p.m. - 9:05 p.m.
SXM
-
YYZ
5h 20mdirect
C$ 483Air Canada
Sun, 25 Oct - Sun, 1 Nov
Air Canada Logo
9:10 p.m. - 12:50 p.m.
YYZ
-
SXM
15h 40m
1 stop
Air Canada Logo
4:45 p.m. - 9:05 p.m.
SXM
-
YYZ
5h 20mdirect
C$ 484Air Canada
Thu, 22 Oct - Thu, 5 Nov
WestJet Logo
9:20 a.m. - 2:10 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
4:20 p.m. - 8:42 p.m.
SXM
-
YYZ
5h 22mdirect
C$ 490WestJet
Mon, 23 Nov - Sun, 6 Dec
WestJet Logo
9:30 a.m. - 3:21 p.m.
YYZ
-
SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:42 p.m.
SXM
-
YYZ
5h 22mdirect
C$ 492WestJet
Sat, 24 Oct - Sat, 31 Oct
United Airlines Logo
7:43 p.m. - 12:50 p.m.
YYZ
-
SXM
41h 07m
2 stops
United Airlines Logo
4:00 p.m. - 10:15 p.m.
SXM
-
YYZ
30h 15m
2 stops
C$ 525United Airlines
Sat, 24 Oct - Sat, 31 Oct
United Airlines Logo
7:43 p.m. - 12:50 p.m.
YYZ
-
SXM
41h 07m
2 stops
United Airlines Logo
4:00 p.m. - 3:25 p.m.
SXM
-
YYZ
23h 25m
1 stop
C$ 525United Airlines
Sat, 24 Oct - Tue, 3 Nov
Multiple Airlines Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Multiple Airlines Logo
4:20 p.m. - 8:42 p.m.
SXM
-
YYZ
5h 22mdirect
C$ 529Multiple Airlines
Sat, 5 Sep - Sat, 12 Sep
American Airlines Logo
6:00 a.m. - 3:39 p.m.
YYZ
-
SXM
9h 39m
2 stops
American Airlines Logo
2:53 p.m. - 10:18 a.m.
SXM
-
YYZ
19h 25m
2 stops
C$ 542American Airlines
Sat, 5 Sep - Sat, 12 Sep
American Airlines Logo
6:00 a.m. - 3:39 p.m.
YYZ
-
SXM
9h 39m
1 stop
American Airlines Logo
2:53 p.m. - 10:18 a.m.
SXM
-
YYZ
19h 25m
2 stops
C$ 542American Airlines
Thu, 1 Oct - Sun, 11 Oct
Multiple Airlines Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Multiple Airlines Logo
3:20 p.m. - 8:25 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 546Multiple Airlines
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.

How much is a round-trip flight from Toronto Pearson Intl Airport to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Toronto Pearson Intl Airport to Simpson Bay departing in October.

Flight prices are below average for this route right now.

Flights to Simpson Bay from Toronto Pearson Intl Airport usually cost between C$ 560 and C$ 879 in October.
The lowest price found in the past 5 days was C$ 483 on Air Canada (25 Oct–1 Nov).

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 Monday 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 Tuesdays.

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 June, where tickets cost C$ 507 (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$ 779 and C$ 763 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$ 566 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 12 weeks before departure.

Expert advice

Expert advice for your flight from Toronto to Simpson Bay

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet and Air Canada

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.

John Walton

John Walton

Expert on Air Transat

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.

Good to know

Low season

October

Cheapest flight

C$ 212
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly (15% 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

  • How many flights are there between Toronto Pearson Intl Airport and Simpson Bay per day?

    There is a maximum of 1 nonstop flight a day that takes off from Toronto Pearson Intl Airport and lands in Simpson Bay, with an average flight time of 4h 45m. The most common departure time is 9:00 a.m. and most flights take off in the morning. Each week, there are 4 flights.

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

    In the last 5 days, the lowest price for a flight from Toronto Pearson Intl Airport to Simpson Bay was C$ 212 for a one-way ticket and C$ 483 for a round-trip.

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

    WestJet, and Air Canada 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?

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

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

    The two airlines most popular with KAYAK users for flights from Toronto to Simpson Bay are Air Transat and Delta. With an average price for the route of C$ 706 and an overall rating of 7.8, Air Transat is the most popular choice. Delta is also a great choice for the route, with an average price of C$ 784 and an overall rating of 7.8.

  • 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$ 304 or less one-way and C$ 583 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

WestJet

Thursday

WestJet

WestJet

Saturday

Air Canada

Air Canada

Sunday

WestJet

WestJet

See more nonstop flights

Direct returns

Simpson Bay Princess Juliana to Toronto Pearson Intl

Monday

WestJet

WestJet

Thursday

WestJet

WestJet

Saturday

Air Canada

Air Canada

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 568 reviews
8.5Crew
7.1Entertainment
6.8Food
8.0Boarding
7.3Comfort
Airline reviews

The flight was terrible based off the temperature in the plane and the air smelled so stale and gross. I have never wanted to hosed lore in my life after I got off. The food was disgusting and seemingly low quality. The staff was friendly. The bathrooms were so gross after a couple of hours. I will definitely never book with them again.

2.0 MediocreMirjam, Jul 2026
YYZ - AMS
Read more Air Transat reviews

The flight was terrible based off the temperature in the plane and the air smelled so stale and gross. I have never wanted to hosed lore in my life after I got off. The food was disgusting and seemingly low quality. The staff was friendly. The bathrooms were so gross after a couple of hours. I will definitely never book with them again.

The crew was great. There was no entertainment and the internet wasn't working. We sat in the run way for a LONG time which is always so upsetting. The seats are very close together and the flights are completely full which makes for a tough flight. Flying is just an uncomfortable experience.

Very kind crew. Vegetarian food better than usual. Prompt take off. Entertainment worked well. Could always do with more room!

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

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.

It’s ok just the boarding point is far too far

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

Flight delayed any hour and couple of big gate changes

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Flight attendants had a little attitude. Food tastes no good.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

l really enjoy very much the flight was very pleasant

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

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

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

Experience was good, the wifi hook up is somewhat tough

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

My luggage was damaged 1 wheel was out I can't find it nowhere

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

Great seats, super comfortable, but no in flight entertainment which was a let down

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

Air conditioning was out for about 15 minutes that made it uncomfortable. WiFi went out halfway into the flight. Flight was about 45 minutes late.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

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

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.

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.

Due to the long delays and rescheduling boarding was horrible. However, the gate staff and the flight attendants went above and beyond to remedy our frustrations. They were able to handle every potential harsh situation with Grace, compassion and coolness of head. Kudos to the MIA Gate A12 and night crew of flight 1572 YYZ to MIA.

I liked nothing about this particular flight. Not only it was initially delayed for two hours due to late arrival of the plane, but the flight attendants were also very late to show up coming from a hotel (based on the announcement made by the gate agent). They did not arrive on another late flight, so why couldn't they be on time? Total disrespect of the passengers!! The plane itself was cramped and the seats super uncomfortable. To top off the poor experience, my video screen did not work. To summarize: flight delayed for 3 hours, cramped and no entertainment (for me).

They kept posting delaying flight due to maintenance issues from incoming arrival flight since 10am, the flight is supposed to depart at 3:45pm, after kept delay until 12am, they finally said it’s canceled. What were they doing for the last 13 hours? After 2am, they still don’t find hotel where we can stay. terrible experience!

Flight attendants had an attitude with everyone, not sure they should be working with customer service if they cannot show a pleasant attitude. Underwhelming, to say the least. The food was awful, and nothing could be purchased from Toronto to Tokyo. Do better, Air Canada.

Boarding and times were all good. Food was as expected and enough. Comfort for a 6’ tall male 200 lbs (somewhat average sized) was terrible. It was just SO much more money to upgrade to premium economy. It’s a 777 so seating is 3-4-3 and is really crammed. What are you going to do? The only real downside is not being able to sleep so your first day in Europe is a write off. I suppose if you need that first day then pay the extra $500 to get premium economy and maybe you can sleep and wake up with some energy?

No charger and no entertainment on the way back. The plane's super old-like 80s old-with zero TVs. At least the free Wi-Fi works, so definitely bring your iPad. Also, no meal on this 7-hour flight.

Horrible! Rude flight attendant, barely any service on such a long flight. I wouldn't recommend Air Canada to anyone.

Bluetooth to use earphones with the onboard entertainment system failed. WiFi worked at least.

Pilot missed Fredericton airstrip on first go, so had to ascend again, turn around and try it again, successfully, albeit a little jittery...perhaps a new or inexperienced pilot. Not the greatest Air Canada experience. Delayed us even more.

The floor plan on the website indicated I was selecting a seat at the front of the cabin with ample leg room. In fact, I was in the row behind it. I should have wondered when the seat was free to upgrade, but it meant I traded an aisle seat three rows back for a middle seat, which was quite cramped. The Internet didn't work and the live TV didn't work until the last half hour of the trip. On a night of World Cup soccer games, not good.

Canceled my flight in March and have been waiting for 3 months now without the refund after it was promised

Smooth ride but I wish they have better food selections.

Overall a good experience as this leg I was in Business Class. The Lounge was amazing with a view of the planes. The flight attendant spoke way to quickly when giving the information for take off and landing and it would be of no use to a first time traveler. Overall a great airline to travel on.

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

Information on your arrival and departure airports