YYZ - SXM

C$ 178 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 31/3. 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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Everything you should know

Cheapest round-trip
C$ 456
Typical prices: C$ 498-C$ 772
United Airlines
Sat 4/4Wed 15/4
YYZ - SXM • 1 stop
Cheapest direct flights
C$ 471
Typical prices: C$ 529-C$ 769
WestJet
Thu 30/4Mon 11/5
YYZ - SXM • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Cheapest • from C$ 456 (round-trip)
Best reviews • 7.7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
You can fly direct with WestJet, Air Canada, and Air Transat. Average duration is 4h 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg C$ 385 (round-trip)
Shortest trip • 7h 14m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 16% compared to booking last minute.
Insights
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Insights
Insights
When to travel
Cheapest • 12% price drop
Most popular
Good to know
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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

Sat, 4 Apr - Wed, 15 Apr
United Airlines Logo
7:00 a.m. - 4:49 p.m.
YYZ
-
SXM
9h 49m
1 stop
United Airlines Logo
3:50 p.m. - 10:04 a.m.
SXM
-
YYZ
18h 14m
1 stop
C$ 456United Airlines
Thu, 4 Jun - Wed, 10 Jun
Air Canada Logo
9:20 a.m. - 1:55 p.m.
YYZ
-
SXM
4h 35mdirect
Air Canada Logo
1:35 p.m. - 9:34 p.m.
SXM
-
YYZ
7h 59m
1 stop
C$ 464Air Canada
Thu, 30 Apr - Mon, 11 May
WestJet Logo
9:00 a.m. - 1:50 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
2:40 p.m. - 7:45 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 471WestJet
Fri, 10 Apr - Wed, 15 Apr
United Airlines Logo
11:00 a.m. - 12:27 p.m.
YYZ
-
SXM
25h 27m
2 stops
United Airlines Logo
3:50 p.m. - 11:49 a.m.
SXM
-
YYZ
19h 59m
2 stops
C$ 472United Airlines
Mon, 6 Apr - Fri, 17 Apr
Air Canada Logo
11:10 p.m. - 1:35 p.m.
YYZ
-
SXM
14h 25m
1 stop
Air Canada Logo
1:35 p.m. - 9:04 a.m.
SXM
-
YYZ
19h 29m
1 stop
C$ 475Air Canada
Mon, 6 Apr - Fri, 17 Apr
Air Canada Logo
11:00 a.m. - 1:35 p.m.
YYZ
-
SXM
26h 35m
1 stop
Air Canada Logo
1:35 p.m. - 6:40 a.m.
SXM
-
YYZ
17h 05m
2 stops
C$ 478Air Canada
Mon, 30 Mar - Wed, 1 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$ 479WestJet
Fri, 17 Apr - Thu, 23 Apr
Air Canada Logo
10:00 p.m. - 1:35 p.m.
YYZ
-
SXM
15h 35m
1 stop
Air Canada Logo
1:35 p.m. - 9:19 a.m.
SXM
-
YYZ
19h 44m
1 stop
C$ 481Air Canada
Mon, 6 Apr - Thu, 23 Apr
Air Canada Logo
8:30 p.m. - 1:35 p.m.
YYZ
-
SXM
17h 05m
1 stop
Air Canada Logo
1:35 p.m. - 8:25 a.m.
SXM
-
YYZ
18h 50m
2 stops
C$ 482Air Canada
Thu, 11 Jun - Mon, 15 Jun
Multiple Airlines Logo
9:20 a.m. - 1:55 p.m.
YYZ
-
SXM
4h 35mdirect
Multiple Airlines Logo
2:40 p.m. - 7:45 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 483Multiple 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 April.

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 Mondays and the most expensive ones on Sundays.

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$ 590 (return) on average. On the other hand, the most expensive months are August and February, where the average cost of round-trip tickets is C$ 780 and C$ 738 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$ 549 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 2 weeks before departure, which saves you about 16% 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 seasonOctober
Cheapest flightC$ 178
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly (6% 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$ 178 for a one-way ticket and C$ 456 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 737-800 Passenger/BBJ2 (winglets) 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, Delta or Caribbean Airlines?

    The two airlines most popular with KAYAK users for flights from Toronto to Simpson Bay are Delta and Caribbean Airlines. With an average price for the route of C$ 761 and an overall rating of 7.9, Delta is the most popular choice. Caribbean Airlines is also a great choice for the route, with an average price of C$ 947 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$ 201 or less one-way and C$ 553 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

Air Canada,WestJet

Air Canada,WestJet

Tuesday

Air Transat,WestJet

Air Transat,WestJet

Wednesday

Air Canada,WestJet

Air Canada,WestJet

Thursday

WestJet,Air Canada

WestJet,Air Canada

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

Air Canada,WestJet

Air Canada,WestJet

Tuesday

Air Canada,Air Transat,WestJet

Air Canada,Air Transat, +1 more

Wednesday

Air Canada,WestJet

Air Canada,WestJet

Thursday

WestJet,Air Canada

WestJet,Air Canada

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.
7.7
Air TransatOverall score based on 521 reviews
8.5Crew
6.8Food
7.0Entertainment
7.3Comfort
7.9Boarding
Airline reviews

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

4.0 OkayMarcel, Mar 2026
YUL - LIS
Read more Air Transat reviews

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

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.

The Turkish was good . I had a problem with air Transat terrible experience for me

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

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

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

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

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

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 ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

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

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

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

It would have been nice if American tried to care.

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.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

Baggage allowances are terrible and the experience of only being allowed one bag and paying so much to take sporting equipment to a known ski area should be addressed.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

My flight to London from Philadelphia was cancelled due to weather.

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

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!

By modern air travel standards, our 15-hour flight to Delhi was very nice. Quiet-ish, straightforward, good service, okay seats, etc. All good.

Again, it was delayed and then our connecting aircraft was very cold.

It was very cold in the beginning; then I asked stewardess to do something about that, and she did something, so for the rest of the flight the temperature was closer to normal. It is typical: by some reason the pilots or whoever is in charge make the cod in the cabin unbearable. The seat is better than on WestJet or Flair, but is is very tight. No leg room.

Delayed for 15 min due to maintenance. We were asked to wait to board as a family, but took longer than if we were not asked anything.

Had to cancel the flight because there was a 14 hour layover before the flight. Unacceptable.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Terrible, luggage’s with b/p and diabetes meds including insulin and ozempic. I’ve in them had dissolved and rendered useless

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.

I travelled in Business class for the first time and wish I could do that again.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

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

Information on your arrival and departure airports