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YUL - SXM

C$ 207 Find cheap flights from Montreal 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 Montreal to Simpson Bay departing on 31/8. 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
0 bags
Sat 15/6
Sat 22/6

Search 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 Montreal to Simpson Bay.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Simpson Bay.
In the last 7 days, travellers have searched 42,211,976 times on KAYAK, and here is why:

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Cheap flight deals from Montreal to Simpson Bay (YUL-SXM)

 
These are the cheapest deals for flights from Montreal to Simpson Bay currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Montreal to Simpson Bay

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Montreal to Simpson Bay.

Recent one-way flight deals from Montreal to Simpson Bay

Only flying one-way? Below are some of the best one-way flight deals from Montreal to Simpson Bay found on KAYAK recently.

Recent last-minute flight deals from Montreal to Simpson Bay

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Montreal to Simpson Bay.

Recent direct flight deals from Montreal to Simpson Bay

The latest deals for direct flights from Montreal to Simpson Bay so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Montreal to Simpson Bay

Find recent round-trip train or bus tickets from Montreal to Simpson Bay.

All round-trip flight deals to Simpson Bay

The cheapest plane tickets to Simpson Bay found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:30 a.m. - 12:35 p.m.YUL-SXM
27h 05m2 stops
1:35 p.m. - 10:44 a.m.SXM-YUL
21h 09m2 stops
C$ 481United Airlines
Find Deal
Sat, 31 Aug - Sat, 7 Sep
3:29 p.m. - 12:35 p.m.YUL-SXM
21h 06m2 stops
1:35 p.m. - 10:44 a.m.SXM-YUL
21h 09m2 stops
C$ 482United Airlines
Find Deal
Sat, 31 Aug - Sat, 7 Sep
2:40 p.m. - 11:35 a.m.YUL-SXM
20h 55m2 stops
4:09 p.m. - 3:25 p.m.SXM-YUL
23h 16m2 stops
C$ 505American Airlines
Find Deal
Thu, 30 May - Fri, 7 Jun
2:40 p.m. - 1:22 p.m.YUL-SXM
22h 42m2 stops
2:42 p.m. - 10:24 a.m.SXM-YUL
19h 42m2 stops
C$ 675American Airlines
Find Deal
Tue, 3 Sep - Tue, 10 Sep
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
2:00 p.m. - 7:00 p.m.SXM-YUL
5h 00mdirect
C$ 683Sunwing Airlines
Find Deal
Thu, 17 Oct - Thu, 24 Oct
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
2:00 p.m. - 7:00 p.m.SXM-YUL
5h 00mdirect
C$ 685Sunwing Airlines
Find Deal
Thu, 17 Oct - Thu, 24 Oct
9:10 p.m. - 2:43 p.m.YUL-SXM
41h 33m2 stops
5:55 p.m. - 8:04 a.m.SXM-YUL
14h 09m1 stop
C$ 697Air Canada
Find Deal
Fri, 31 May - Sat, 8 Jun
2:32 p.m. - 1:20 p.m.YUL-SXM
22h 48m1 stop
1:20 p.m. - 3:24 p.m.SXM-YUL
26h 04m1 stop
C$ 1,093WestJet Encore
Find Deal
Sat, 20 Jul - Sat, 3 Aug
2:40 p.m. - 1:25 p.m.YUL-SXM
22h 45m1 stop
2:45 p.m. - 10:38 p.m.SXM-YUL
7h 53m1 stop
C$ 1,097WestJet Encore
Find Deal
Sat, 31 Aug - Sat, 7 Sep
6:00 a.m. - 3:51 p.m.YUL-SXM
8h 51m1 stop
2:40 p.m. - 7:32 a.m.SXM-YUL
17h 52m1 stop
C$ 2,119Air Canada
Find Deal
Tue, 5 Nov - Tue, 12 Nov
3:29 p.m. - 12:35 p.m.YUL-SXM
21h 06m2 stops
C$ 207United Airlines
Find Deal
Sat, 31 Aug
3:29 p.m. - 12:35 p.m.YUL-SXM
21h 06m2 stops
C$ 208United Airlines
Find Deal
Sat, 31 Aug
6:00 a.m. - 12:35 p.m.YUL-SXM
30h 35m2 stops
C$ 216United Airlines
Find Deal
Sat, 1 Jun
7:00 a.m. - 3:05 p.m.YUL-SXM
8h 05m1 stop
C$ 242American Airlines
Find Deal
Tue, 28 May
2:40 p.m. - 1:23 p.m.YUL-SXM
22h 43m2 stops
C$ 246American Airlines
Find Deal
Tue, 28 May
12:10 p.m. - 7:40 p.m.YUL-SXM
7h 30m1 stop
C$ 257Arajet
Find Deal
Sat, 1 Jun
4:35 p.m. - 1:49 p.m.YUL-SXM
21h 14m2 stops
C$ 270Delta
Find Deal
Tue, 24 Sep
11:30 a.m. - 12:32 p.m.YUL-SXM
49h 02m2 stops
C$ 370United Airlines
Find Deal
Thu, 11 Jul
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
C$ 875Sunwing Airlines
Find Deal
Thu, 11 Jul
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
C$ 878Sunwing Airlines
Find Deal
Thu, 11 Jul
5:20 p.m. - 3:05 p.m.YUL-SXM
21h 45m2 stops
2:35 p.m. - 9:52 a.m.SXM-YUL
19h 17m2 stops
C$ 579American Airlines
Find Deal
Sat, 18 May - Wed, 22 May
12:10 p.m. - 7:40 p.m.YUL-SXM
7h 30m1 stop
2:44 p.m. - 10:05 a.m.SXM-YUL
19h 21m2 stops
C$ 986
Find Deal
Sat, 18 May - Wed, 22 May
6:00 a.m. - 12:50 p.m.YUL-SXM
6h 50m1 stop
3:10 p.m. - 11:59 p.m.SXM-YUL
8h 49m1 stop
C$ 1,148Delta
Find Deal
Sat, 18 May - Wed, 22 May
6:45 a.m. - 11:27 a.m.YUL-SXM
28h 42m2 stops
2:44 p.m. - 12:15 p.m.SXM-YUL
21h 31m3 stops
C$ 1,281
Find Deal
Sat, 18 May - Wed, 22 May
8:35 a.m. - 11:27 a.m.YUL-SXM
26h 52m3 stops
2:44 p.m. - 12:15 p.m.SXM-YUL
21h 31m3 stops
C$ 1,379
Find Deal
Sat, 18 May - Wed, 22 May
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
2:00 p.m. - 7:00 p.m.SXM-YUL
5h 00mdirect
C$ 685Sunwing Airlines
Find Deal
Thu, 17 Oct - Thu, 24 Oct
8:00 a.m. - 12:45 p.m.YUL-SXM
4h 45mdirect
2:00 p.m. - 7:00 p.m.SXM-YUL
5h 00mdirect
C$ 1,505Sunwing Airlines
Find Deal
Thu, 1 Aug - Thu, 15 Aug

Flights from Montreal to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Montreal 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 Montreal to Simpson Bay?

The average price of all flights from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.
For Montreal to Simpson Bay, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Simpson Bay back to Montreal, the best deals are generally found on Monday, with Sunday being the most expensive.

What is the cheapest month to fly from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Montreal Pierre Elliott Trudeau 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 Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay is April, where tickets cost C$ 739 on average. On the other hand, the most expensive months are July and December, where the average cost of tickets is C$ 1,205 and C$ 1,186 respectively.

How far in advance should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Montreal Pierre Elliott Trudeau 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 month.
To get a below average price on the flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 39 days before departure.

Which airlines provide the cheapest flights from Montreal to Simpson Bay?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Montreal to Simpson Bay found by KAYAK users in the last 72 hours was for C$ 481 on United Airlines, followed by American Airlines (C$ 505). One-way flight deals have also been found from as low as C$ 207 on United Airlines and from C$ 242 on American Airlines.

Which airlines fly direct between Montreal Pierre Elliott Trudeau Intl Airport and Simpson Bay?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay.
There is just one airline that flies from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay direct and that is Sunwing Airlines. The best one-way deal found from Sunwing Airlines for the route is C$ 569.

How many flights are there between Montreal Pierre Elliott Trudeau Intl Airport and Simpson Bay per day?

There is a maximum of 1 nonstop flight a day that takes off from Montreal Pierre Elliott Trudeau Intl Airport and lands in Simpson Bay, with an average flight time of 4h 45m. The most common departure time is 8:00 a.m. and most flights take off in the morning. Each week, there are 1 flights.

Which cabin class options are there for flights between Montreal Pierre Elliott Trudeau Intl Airport and Simpson Bay?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Montreal to Simpson Bay take?

Direct flights take on average 4h 45m to travel the 5,153 km between Montreal and Simpson Bay.

What’s the earliest departure time from Montreal to Simpson Bay?

Early birds can take the earliest flight from Montreal Pierre Elliott Trudeau Intl Airport at 8:00 am and will be landing in Simpson Bay at 12:45 pm.

What’s the latest departure time from Montreal to Simpson Bay?

If you prefer to fly at night, the latest flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay jets off at 8:00 am and lands at 12:45 pm.

Good to know

Low season

September

High season

February

Cheapest flight

C$ 207
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly and prices are also 2% lower on average.
Flight from Montreal to Simpson Bay

When to book flights from Montreal to Simpson Bay

Are your dates flexible? Find out the best times to travel from Montreal 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 Montreal to Simpson Bay flights

  • What is the cheapest flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay was C$ 152 for a one-way ticket and C$ 353 for a round-trip.

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

    Only JetBlue offers inflight Wi-Fi service on the Montreal to Simpson Bay flight route.

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

    The Airbus A321neo is the aircraft model that flies most regularly on the Montreal to Simpson Bay flight route.

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

    You can catch a direct flight from Montreal to Simpson Bay on Thursday.

  • Which is the best airline for flights from Montreal to Simpson Bay, WestJet Encore or Delta?

    The two airlines most popular with KAYAK users for flights from Montreal to Simpson Bay are WestJet Encore and Delta. With an average price for the route of C$ 1,100 and an overall rating of 8.1, WestJet Encore is the most popular choice. Delta is also a great choice for the route, with an average price of C$ 793 and an overall rating of 8.0.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Montreal 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 Montreal 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 Montreal with another airline.

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

See more FAQs

KAYAK’s top tips for finding a cheap flight from Montreal Pierre Elliott Trudeau Intl Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 345 or less one-way and C$ 674 or less round-trip.

Prefer to fly non-stop from Montreal to Simpson Bay?

Find which airlines fly direct from Pierre Elliott Trudeau Intl to Princess Juliana, which days they fly and book direct flights.

Nonstop departures

Montreal Pierre Elliott Trudeau Intl to Simpson Bay Princess Juliana

Thursday

Sunwing Airlines

Sunwing Airlines

See more nonstop flights

Nonstop returns

Simpson Bay Princess Juliana to Montreal Pierre Elliott Trudeau Intl

Thursday

Sunwing Airlines

Sunwing Airlines

See more nonstop flights
See more nonstop flights

Top 5 airlines serving from Montreal to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Montreal 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 Montreal 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.
8.1
WestJet EncoreOverall score based on 46 reviews
7.2Food
7.4Entertainment
8.6Crew
8.5Boarding
7.6Comfort
Airline reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more about WestJet Encore reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

I was pleasantly surprised. I booked the "club class" which was basically like Domestic First Class. The service was superior. Food was pretty good. Seats and cabin were comfortable. For the price I paid, I was very pleased.

Super unproffesional flight . Flight attendants were unproffesional. I could hear them gossiping about theor boyfriends the whole trip

The connecting flight lay over was 4.00 hours, the gate agent booked me on the next flight which was about to depart at no extra cost.

The ticket price was reasonable, food was okay, not the best. I would use the service again.

Actually the flight was on time. New plane, food was okay but not great.

Old plane, hard seats, 1.30 hours delay, while seating on the plane waiting for departure.

Great boarding. Everything was on time. Plane was a bit old and the crew could have provided better drink service.

Boarding was a little chaotic but it was a very large flight. It just wasn’t fast. And there was no noticeable difference between zones boarding.

Crew was pleasant. Aircraft was very dated and uncomfortable for our nearly 4 hour flight. We were in row 17 and they ran out of purchasable food by the time they got to us.

We were lucky enough to arrive at the right time. The staff at YYZ did our complete check in and luggage tags for us. Even made sure we knew where we were to head next and how to get there. It truly was one of the best and easiest check inside. Thanks team.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Delayed almost 4 hours for a 45 minute flight with no explanation.

The flight was 90 minutes long and the stewardesses were extremely slow. I was in row 16 and they did not serve us drinks until we were descending for landing in a 90 minute flight. Unacceptably slow and at least 10 rows (20 to 31) did not receive any drinks or snacks for the entire duration of the flight because of the slowness of the stewardesses. There is no rationale to delay beverage service to brew coffee for a flight at six p m.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Baggage claim took too long and priority bags were not delivered first.

Excellent pilots in an extremely foggy situation. Very good communication with the passengers about possibly being diverted to another airport.

Make the seats stationary. Very little room as it is without allowing the person in front of you to recline. Particularly when you are trying to eat or have you drink on the tray.

While it was a fully booked flight, the first class flight attendant provided those seated in first class with a beverage during boarding and quickly started service as we climbed to altitude.

well, I had to cancel my flight well in advance as my wife is very ill. Nobody gave a damn. No refund. No offer to reset a date. No humanity. There you are. profits uber alles.

The gate agent Sasir was rude and disrespect as we boarded

Lost our luggage in Heathrow. Showed up 3 days into a 7 day vacation. Very inconvenient and disappointing!!

The flight was delayed as they were waiting on catering. Catering. Was eventually delivered but they still had no food. No meals for us in business class - just a bag of nuts.

Entertainment catalog certainly needs an upgrade to include better and latest content. Food was not good at all - they need to cook something edible. Five starts to the crew and on tim performance of British airways though!!

The flight was nearly empty so we were welcomed to spread out and relax. There was some turbulence but nothing too scary. The crew was lovely!! They engaged in conversation and were very friendly! The food is terrible!!! Horrible wooden utensils, they barely pierce the food or cut anything. I sat in basic economy and was very comfortable. Customer service at the desk was polite and helpful.

Check in process was unfamiliar. While receiving assistance the employees supervisor berated him for not walking the area. Lucky for us, he ignored her and helped us check in. Did not know about the baggage fees with economy basic and spent 450 GBP (nearly$600) just on bags for a total of less than 2 hours flying time (50 minutes one way) on a round trip lasting less than 3 days. Astronomically high price for bags. Our first experience flying British Airways and very disappointed. Completely overpriced for the service we received.

Having traveled from Canada through Seattle -London-Edinburgh with only carry on ( to keep trip uncomplicated ) We had to check our hand luggage at the gate as flight was full This was really annoying since due to their late flight in from Seattle we’d missed our orginal flight to Edinburgh and had been put on a flight four hours later We had no checked luggage with no need to go to the baggage carousel Very annoying

Lost my belongings, Crew fail to follow safety and regulatory requirements in 2nd leg of flight from London Heathrow to Copenhagen.

We have business class seats from Los Angeles to London. The crew is friendly and provided great service. The flight was very comfortable and very smooth. Will use this airlines again in the future.

I sat in the last row of seats. On an 8 hour flight they allowed folks to stand and talk and drink in the back area near the toilets the whole time. They were at times loud and in the way. It was a little annoying. The crew on this trip were pretty mediocre and the plane was littered with trash when we disembarked.

They canceled my flight , they put me on a different flight that was delayed and the connection was lost . They lost my luggage. And now I’m stuck with any of my belongings.

It's good value for the price. Snacks are available for a price but there is no meal. The flight was aboutr 40 mn late leaving, and the gate was not ready for the plaine in Ottawa. That took an extra 15 mn once landed. You can use the express NEXUS line at Customs in Ottawa if you have a NEXUS card. I thought it was worth paying an extra $50 for extra leg room on the flight.

Good flight and all but airlines are now moving away from providing anything as part of the flight which was previously included, ie in flight entertainment service or snacks.

The real problem with Sunwing is that they are totally undependable. Plane was supposed to heave at 8:20 pm from Varadero to Toronto. Instead because of delays on their part, finally left at 2:30 AM Same thing happened a few days back to my family whereby they were delayed one full day. Throughout the process, no one told them anything. They found out by accident from another passenger after waiting a few hours in the hotel all for nothing Same thing happened with my daughter and husband last year with delays which caused them to miss two days of s much needed 7 days break to Aruba No matter what the cost, I will nit fly Sunwing again and also encourage friends and values to never fly this hihh highly problematic airline

Edreams did not pay the airline and I had to buy another ticket to be able to travel and they still have not refunded my money

Why do I have to pay $20 to leave the airport? Why do I have to pay $25 for the carry on? This was my worst travelling experiences ever. This was my second time and my last time

Minimal service (no entertainment or snack) as advertised, so be prepared. Very friendly flight crew and staff. Excellent service all around

Most standard features are now to be paid as extra

I bought a 1-way ticket from Punta Cana home to Canada, surprise, when I got to the lineup at the airport Sunwing charges a 20 USD airport tax separately. I was told I should have known, though it is the only airline in the terminal that charges it (separately, USD only, no cards or local currency accepted). ATMs at the airport out of service, nowhere to purchase USD on-site. Local banks do not sell you USD if you don't have an account with them... Eventually I found a taxi driver to buy the currency from. Luckily I speak Spanish and am comfortable in the country on my own. I was able to find a solution as the Nexus greeter for Sunwing offered no help. Other Sunwing team members and flight crew I met later were much more helpful when I could not complete self-check-in (flying with carry-on only) as all the seats were locked and apparently could only be assigned at the desk (despite the greeter telling me to use the self-check-in).

Due to the onboard check on system malfunction, we were getting conflicting messages about the flight status. Found it very interesting that kayak gave us updates before the Sunwing app or representatives did.

Was not allowed to board because my KAYAK purchased ticket was declined / invalidated. DO NOT USE KAYAK.

Book cheap flights from Montreal to Simpson Bay

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Montreal to Simpson Bay found on KAYAK in the last 72 hours.
31/8Sat
2 stopsUnited Airlines
21h 06mYUL-SXM
C$ 207
31/8Sat
2 stopsUnited Airlines
21h 06mYUL-SXM
C$ 208
1/6Sat
2 stopsUnited Airlines
30h 35mYUL-SXM
C$ 216
28/5Tue
1 stopAmerican Airlines
8h 05mYUL-SXM
C$ 242
28/5Tue
2 stopsAmerican Airlines
22h 43mYUL-SXM
C$ 246
1/6Sat
1 stopArajet
7h 30mYUL-SXM
C$ 257
24/9Tue
2 stopsDelta
21h 14mYUL-SXM
C$ 270
11/7Thu
2 stopsUnited Airlines
49h 02mYUL-SXM
C$ 370
11/7Thu
directSunwing Airlines
4h 45mYUL-SXM
C$ 875
11/7Thu
directSunwing Airlines
4h 45mYUL-SXM
C$ 878

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Last minute flights from Montreal to Simpson Bay

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Montreal to Simpson Bay that are departing in the next 10 days.
18/5Sat
multi-stopAmerican Airlines
21h 45mYUL-SXM
22/5Wed
multi-stopAmerican Airlines
19h 17mSXM-YUL
C$ 579
18/5Sat
multi-stop
7h 30mYUL-SXM
22/5Wed
multi-stop
19h 21mSXM-YUL
C$ 986
18/5Sat
multi-stopDelta
6h 50mYUL-SXM
22/5Wed
multi-stopDelta
8h 49mSXM-YUL
C$ 1,148
18/5Sat
multi-stop
28h 42mYUL-SXM
22/5Wed
multi-stop
21h 31mSXM-YUL
C$ 1,281
18/5Sat
multi-stop
26h 52mYUL-SXM
22/5Wed
multi-stop
21h 31mSXM-YUL
C$ 1,379

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Montreal - Simpson Bay Flights

Departure:

Montreal (undefined)Canada

Destination:

Simpson Bay (SXM)St. Maarten

Return flight deals:

Simpson Bay - Montreal

Cabin classes:

C$ 2,552
C$ 562