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Flights to Simpson Bay Princess Juliana

C$ 219 Cheap flights to Simpson Bay

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Simpson Bay departing on 31/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Canada to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 474Air Canada
Sat, 5 Sep - Sat, 12 Sep
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 475Air Canada
Sat, 5 Sep - Sat, 12 Sep
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 485Air Canada
Sat, 5 Sep - Sat, 12 Sep
WestJet Logo
9:30 a.m. - 2:21 p.m.
YYZ
-
SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:42 p.m.
SXM
-
YYZ
5h 22mdirect
C$ 486WestJet
Sun, 25 Oct - Sun, 1 Nov
WestJet Logo
9:30 a.m. - 2:20 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
3:10 p.m. - 8:15 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 514WestJet
Mon, 3 Aug - Thu, 13 Aug
American Airlines Logo
4:15 p.m. - 1:42 p.m.
YUL
-
SXM
21h 27m
2 stops
American Airlines Logo
4:39 p.m. - 3:29 p.m.
SXM
-
YUL
22h 50m
2 stops
C$ 580American Airlines
Sat, 15 Aug - Sat, 22 Aug
American Airlines Logo
7:29 a.m. - 1:42 p.m.
YUL
-
SXM
30h 13m
1 stop
American Airlines Logo
4:39 p.m. - 11:43 a.m.
SXM
-
YUL
19h 04m
2 stops
C$ 586American Airlines
Sat, 8 Aug - Sat, 15 Aug
United Airlines Logo
7:25 p.m. - 1:50 p.m.
YOW
-
SXM
17h 25m
1 stop
United Airlines Logo
5:00 p.m. - 4:15 p.m.
SXM
-
YOW
24h 15m
2 stops
C$ 625United Airlines
Thu, 7 Jan - Thu, 18 Feb
Delta Logo
5:44 p.m. - 1:53 p.m.
YWG
-
SXM
43h 09m
2 stops
Delta Logo
3:18 p.m. - 11:56 a.m.
SXM
-
YWG
21h 38m
2 stops
C$ 1,853Delta
Mon, 28 Sep - Thu, 1 Oct
Delta Logo
5:44 p.m. - 1:53 p.m.
YWG
-
SXM
43h 09m
2 stops
Delta Logo
3:18 p.m. - 3:08 p.m.
SXM
-
YWG
24h 50m
2 stops
C$ 1,859Delta
Mon, 28 Sep - Thu, 1 Oct

momondo Fare Finder

 
Locate flights to Simpson Bay Princess Juliana that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 19 July 2026.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 5/9

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 12/9

6:00 p.m.-11:00 p.m.

Nonstop5h 00m

C$ 474

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 5/9

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 12/9

6:00 p.m.-11:00 p.m.

Nonstop5h 00m

C$ 475

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 5/9

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 12/9

6:00 p.m.-11:00 p.m.

Nonstop5h 00m

C$ 485

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 25/10

9:30 a.m.-2:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 1/11

4:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 486

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 3/8

9:30 a.m.-2:20 p.m.

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 13/8

3:10 p.m.-8:15 p.m.

Nonstop5h 05m

C$ 514

MontrealSimpson Bay

YUL - SXM

YULSXM

Montreal Pierre Elliott Trudeau Intl

Sat 15/8

4:15 p.m.-1:42 p.m.

2 stops21h 27m

Simpson Bay Princess Juliana

Sat 22/8

4:39 p.m.-3:29 p.m.

2 stops22h 50m

C$ 580

MontrealSimpson Bay

YUL - SXM

YULSXM

Montreal Pierre Elliott Trudeau Intl

Sat 8/8

7:29 a.m.-1:42 p.m.

1 stop30h 13m

Simpson Bay Princess Juliana

Sat 15/8

4:39 p.m.-11:43 a.m.

2 stops19h 04m

C$ 586

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Thu 7/1

7:25 p.m.-1:50 p.m.

1 stop17h 25m

Simpson Bay Princess Juliana

Thu 18/2

5:00 p.m.-4:15 p.m.

2 stops24h 15m

C$ 625

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 28/9

5:44 p.m.-1:53 p.m.

2 stops43h 09m

Simpson Bay Princess Juliana

Thu 1/10

3:18 p.m.-11:56 a.m.

2 stops21h 38m

C$ 1,853

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Mon 28/9

5:44 p.m.-1:53 p.m.

2 stops43h 09m

Simpson Bay Princess Juliana

Thu 1/10

3:18 p.m.-3:08 p.m.

2 stops24h 50m

C$ 1,859

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

Simpson Bay flights insights and trends

Explore insights for your Simpson Bay flight to craft the best travel plan

What is the cheapest month to fly to Simpson Bay?

In general, June is the cheapest month to fly from Canada to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 496. If you don’t want to visit Simpson Bay in June, then you should wait until April to fly from Canada, when ticket prices are also cheap, with an average price of C$ 589.

What is the absolute cheapest flight to Simpson Bay?

See prices from:

What is the cheapest day to depart on your flight to Simpson Bay?

The cheapest day to depart on your flight to Simpson Bay is on a Monday when prices can be found for as low as C$ 579. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Canada because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 789.

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around C$ 659 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Canada for as low as C$ 550 on momondo.

Cheapest flights to Simpson Bay Princess Juliana

Find the cheapest flights to Simpson Bay Princess Juliana from your nearest city or airport
Find Flights from Toronto Pearson Intl Airport to Simpson Bay
CHEAPEST MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTJune24% cheaperFlying from Toronto Pearson Intl Airport to Simpson Bay costs on average just C$ 503 in June
MOST EXPENSIVE MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTAugust16% more expensiveIt costs about C$ 768 for flights to Simpson Bay from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTDecember343% more users visitedMore momondo users searched in flights to Simpson Bay from Toronto Pearson Intl Airport in December than any other month

Cheap Simpson Bay flight deals and tips

Summary info about Simpson Bay flight prices, duration and airlines

Best One-Way Price

C$ 219

Best Round-Trip Price

C$ 474

Fastest flight time

4h 50m

Popular in

November
The best one-way flight price to Simpson Bay from Canada in the last 5 days is C$ 219 (Montreal Pierre Elliott Trudeau Intl to Simpson Bay Princess Juliana).
Search Deals
The best round-trip flight price to Simpson Bay from Canada in the last 5 days is C$ 474 (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
The fastest flight to Simpson Bay from Canada takes 4h 50m (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
November has the highest demand for flights to Simpson Bay, with a 7% price increase on average.
Search Deals

Frequently asked questions about flying to Simpson Bay

How far in advance should I book a flight to Simpson Bay?

The best time to book a flight to Simpson Bay from Canada is 52 days out, which is when prices tend to be around C$ 660. However, in the past 72 hours, people saw flights from Canada for as low as C$ 402.

When did momondo last update prices for flights to Simpson Bay Princess Juliana Airport?

Prices for flights to Simpson Bay Princess Juliana Airport were last updated today.

How many operators does momondo search for flights to Simpson Bay Princess Juliana Airport?

As of July 2026, there are 7 operators available to choose from for flights to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly to Simpson Bay Princess Juliana Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal to Simpson Bay?

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

Can I find flights to Simpson Bay with flexible booking policies on momondo?

momondo does allow users to show only those flights to Simpson Bay which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights to Simpson Bay?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Simpson Bay.

I’m not ready to book a flight to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Simpson Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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