SXM

C$ 175 Find Cheap Flights 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 to Simpson Bay departing on 28/10. 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

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These are the airlines KAYAK users have selected most often from within our search results for flights to Simpson Bay
These are the airlines KAYAK users have selected most often from within our search results for flights to Simpson Bay
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Cheap Flights to Simpson Bay

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

Thu, 30 Oct - Wed, 5 Nov
United Airlines Logo
7:30 p.m. - 12:50 p.m.YOW-SXM
17h 20m2 stops
United Airlines Logo
2:52 p.m. - 9:56 p.m.SXM-YOW
8h 04m1 stop
C$ 358United Airlines
Find Deal
Sat, 25 Oct - Sat, 1 Nov
United Airlines Logo
7:29 p.m. - 12:18 p.m.YOW-SXM
16h 49m2 stops
United Airlines Logo
4:00 p.m. - 11:54 p.m.SXM-YOW
7h 54m1 stop
C$ 391United Airlines
Find Deal
Tue, 13 Jan - Tue, 27 Jan
American Airlines Logo
12:55 p.m. - 4:10 p.m.YYZ-SXM
26h 15m1 stop
American Airlines Logo
5:20 p.m. - 11:44 a.m.SXM-YYZ
19h 24m2 stops
C$ 501American Airlines
Find Deal
Sat, 15 Nov - Mon, 17 Nov
American Airlines Logo
11:51 a.m. - 2:00 p.m.YYZ-SXM
25h 09m1 stop
American Airlines Logo
5:24 p.m. - 11:14 a.m.SXM-YYZ
18h 50m2 stops
C$ 502American Airlines
Find Deal
Sun, 23 Nov - Sun, 7 Dec
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$ 510WestJet
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Air Transat Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 516Air Transat
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
9:10 p.m. - 1:18 p.m.YYZ-SXM
15h 08m1 stop
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 519Air Canada
Find Deal
Fri, 5 Dec - Sun, 7 Dec
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$ 521WestJet
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Air Transat Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 523Air Transat
Find Deal
Tue, 13 Jan - Tue, 27 Jan
Air Canada Logo
10:15 a.m. - 4:00 p.m.YYZ-SXM
4h 45mdirect
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 532Air Canada
Find Deal

Everything you should know

Top routes
YYZ-SXM
Cheapest
YUL-SXM
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 22% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 23% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 358
Overall average: C$ 739
United Airlines
Thu 30/10Wed 5/11
YOW - SXM • 2 stops
Cheapest direct flights
C$ 506
Typical prices: C$ 587-1156
Air Transat
Sat 6/12Sat 13/12
YYZ - SXM • Direct
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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 flights to Simpson Bay

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

What is the cheapest flight to Simpson Bay?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Simpson Bay was found on the route from Toronto, at C$ 357 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 563 in the last 3 days.

How much is a flight to Simpson Bay?

The average and cheapest price for all round-trip flights to Simpson Bay from each origin found by users searching on KAYAK in the last month.

A flight to Simpson Bay costs C$ 531 on average. The cheapest price found on KAYAK in the last 2 weeks cost C$ 170 and departed from Toronto Pearson Intl Airport. The most popular routes on KAYAK are Toronto to Simpson Bay which costs C$ 644 on average, and Montreal to Simpson Bay, which costs C$ 732 on average.

See prices from:

What is the cheapest month to fly to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights 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 to Simpson Bay is September, where tickets cost C$ 523 on average for return flights. On the other hand, the most expensive months are December and February, where the average cost of tickets from Canada is C$ 953 and C$ 787 respectively. For one-way flights, the best month to travel is September with an average price of C$ 545.

What is a good deal for flights to Simpson Bay?

If you’re looking for cheap airfare to Simpson Bay, 25% of our users found tickets to Simpson Bay for the following prices or less: From Toronto Pearson Intl Airport C$ 570 round-trip, from Montreal Pierre Elliott Trudeau Intl Airport C$ 611 round-trip.

How far in advance should I book a flight 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 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, you should book around 3 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know – Book Cheap Simpson Bay Plane Tickets

Low seasonOctober
Cheapest flightC$ 175
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly and prices are also 11% lower on average.
Flight from Toronto to Simpson Bay

When to book flights to Simpson Bay

Are your dates flexible? Find out the best times to travel 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. The information is for flights to Simpson Bay based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Simpson Bay flights

  • What is the cheapest flight to Simpson Bay?

    In the last 3 days, the cheapest flight deal to Simpson Bay was found on the route from Toronto, at C$ 357 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 563 in the last 3 days.

  • How far is Simpson Bay Princess Juliana Airport from central Simpson Bay?

    Simpson Bay Princess Juliana Airport is 1 km from the centre of Simpson Bay.

  • What is the name of Simpson Bay’s airport?

    All flights to Simpson Bay land at Simpson Bay Princess Juliana Airport. The airport code is SXM,and it can also be referred to as Princ. Juliana, Princess Juliana, Princess Juliana Intl, or St Maarten.

  • How much is a flight to Simpson Bay?

    On average, a flight to Simpson Bay costs C$ 531. The cheapest price found on KAYAK in the last 2 weeks cost C$ 170 and departed from Toronto Pearson Intl Airport.

  • What is the cheapest day to fly to Simpson Bay?

    Based on KAYAK data, the cheapest day to fly to Simpson Bay is Tuesday where round-trip tickets can be as cheap as C$ 681. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are C$ 812 on average.

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

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

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

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

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

  • What is the cheapest time of day to fly to Simpson Bay?

    The cheapest time of day to fly to Simpson Bay is generally in the morning, when round-trip flights cost C$ 492 on average. The most expensive time of day to fly to Simpson Bay is generally at night, which is peak travel time and where the average cost of a ticket is C$ 521.

Top tips for finding cheap flights to Simpson Bay

  • Looking for cheap airfare to Simpson Bay? 25% of our users found round-trip tickets to Simpson Bay for the following prices or less: From Toronto Pearson Intl C$ 419, from Montreal Pierre Elliott Trudeau Intl C$ 466
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Simpson Bay flight deals.

Reviews of the top 5 airlines flying to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Simpson Bay. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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 439 reviews
7.0Entertainment
6.7Food
7.3Comfort
7.9Boarding
8.4Crew
Airline reviews

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.

2.0 MediocreAnonymous, Sep 2025YYZ - ZAG
Read more Air Transat reviews

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.

YUL AIRPORT is the worst. 1 Hr to Get out of the plane, 1 Hr To Cross the Border. 1Hr waiting to be pick up curbside. Trafic is ubeliveble.

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

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.

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

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.

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

We fly American Airlines quite a bit. And we always fly business class when traveling internationally. We were a bit disappointed with the comfort of this particular plane as well as the entertainment options.

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.

Crew should be nicer and emphatic with customers. Same cookies as the past 20 years. Seat are ok and the plane was clean though it was delayed.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

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

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

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

The experience was good just the upcharge of over a hundred dollars was not cool.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Good, a bit cramped in the seat as my neighbour was a bit large

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

While I appreciated the food (it was unexpected), it was interruptive for sleeping. We paid extra for reserved seats, but when we checked in they gave us different seats. I had to call WestJet arounf 11:30pm the night before our flight to get this fixed. We were give seats in the emengency row to resolve the issue.

Not enough food option. And not enough advices or information about what we are gonna eat.

Please make more option. And be more precise on the type of food you giving. Diner and breakfast can be different

My bag was sent to lost and found. It was taken out of the plane without asking passengers if the bag owner is in the plane. I had valuables in my bag. I am very disappointed at this behaviour

A sandwich and a drink would have been better thank a snack bar...

The flight was great. I like it when airline capitalism give you information. For someone with flight jitters it really helps. And this captain was very cheery and reassuring. I had trouble understanding the head flight attendant because she spoke very fast. But overall staff were very helpful and kind.

The crew members were great. The flight was awesome. But I had trouble getting to any of the movies. I tried over and over. The free wifi though is a bonus which I appreciated. Re comfort I am not telling you anything you don’t know. There is nothing comfortable about air travel any longer. As someone with a back issue I am usually squirming about two hours into any flight. But safety matters most of all to me and I do feel safe with air Canada.

The experience was satisfactory. The plane was full and took awhile to embark and disembark. On a 4 hour flight, there is not much you can do. my return flight was in the very last row on the plane but was adequate.

Flying with Air Canada is still better than the discount airlines like Flair. The seats are more comfortable and the on-board entertainment is better, with each seat having a built in screen and lots of content to watch. Onboard WIFI is also great to have, as well as plugs for charging. I think passengers in general are getting better at not bringing too much luggage onboard, and Air Canada is better at managing this without customers feeling like they are being taken advantage of with extra fees. I have travelled on different airlines and all seem to be loading faster, with fewer people bringing both a carry on and a personal item. Now I just bring one item and it fits under the seat so I don't need to worry about finding a place in the overhead bins. Overall, across the industry, asking customers to pay for carry on baggage is fair because it allows customers to only pay for what they need, and it helps to keep the planes on time. Kudos to Air Canada for its approach - the desired result is achieved without customers feeling that they are being surprised and caught with unexpected extra fees.

Had to cancel flight due to strike. Hope things will be better next August when we will rebook. Very disappointing as it was our 50th wedding anniversary celebration l!

I’ve wasted 7 hours of my time because of the delayed. ;(

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Overall great. The crews were lovely. The seats are awful. I always emerge with a back ache.

Everything you need to know for your flight to Simpson Bay

Flights with popular airlines flying to Simpson Bay

Flights from the other most popular airlines that fly from Canada to Simpson Bay according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

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