Latest deals
Insights
When to book
FAQs
Price Alerts
Flights to Simpson Bay Princess Juliana

C$ 189 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 24/1. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Canada to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:11 p.m. - 3:57 p.m.
YOW
-
SXM
21h 46m1 stop
United Airlines Logo
4:55 p.m. - 1:32 p.m.
SXM
-
YOW
21h 37m2 stops
C$ 404United Airlines
Fri, 23 Jan - Sun, 1 Feb
United Airlines Logo
7:27 p.m. - 1:50 p.m.
YOW
-
SXM
17h 23m1 stop
United Airlines Logo
4:55 p.m. - 6:52 p.m.
SXM
-
YOW
26h 57m1 stop
C$ 405United Airlines
Fri, 23 Jan - Sun, 1 Feb
American Airlines Logo
1:05 p.m. - 4:27 p.m.
YYZ
-
SXM
26h 22m1 stop
American Airlines Logo
4:01 p.m. - 10:15 a.m.
SXM
-
YYZ
18h 14m1 stop
C$ 414American Airlines
Mon, 2 Mar - Wed, 11 Mar
American Airlines Logo
6:15 p.m. - 2:08 p.m.
YYZ
-
SXM
18h 53m1 stop
American Airlines Logo
4:01 p.m. - 3:30 p.m.
SXM
-
YYZ
23h 29m1 stop
C$ 444American Airlines
Mon, 2 Mar - Mon, 9 Mar
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$ 445WestJet
Mon, 19 Jan - Wed, 28 Jan
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$ 448WestJet
Thu, 22 Jan - Tue, 27 Jan
Air Canada Logo
6:00 a.m. - 4:00 p.m.
YOW
-
SXM
9h 00m1 stop
Air Canada Logo
5:00 p.m. - 1:38 a.m.
SXM
-
YOW
9h 38m1 stop
C$ 450Air Canada
Tue, 13 Jan - Tue, 27 Jan
Air Canada Logo
7:15 a.m. - 4:00 p.m.
YOW
-
SXM
7h 45m1 stop
Air Canada Logo
5:00 p.m. - 9:42 a.m.
SXM
-
YOW
17h 42m2 stops
C$ 454Air Canada
Tue, 13 Jan - Tue, 27 Jan
Multiple Airlines Logo
11:45 a.m. - 2:10 p.m.
YVR
-
SXM
22h 25m3 stops
Multiple Airlines Logo
3:15 p.m. - 4:48 p.m.
SXM
-
YVR
29h 33m3 stops
C$ 679Multiple Airlines
Sat, 31 Jan - Sat, 7 Feb
Multiple Airlines Logo
4:55 p.m. - 2:10 p.m.
YVR
-
SXM
17h 15m2 stops
Multiple Airlines Logo
3:15 p.m. - 4:48 p.m.
SXM
-
YVR
29h 33m3 stops
C$ 694Multiple Airlines
Fri, 30 Jan - Sat, 7 Feb

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 11 December 2025.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

Route

Depart

Return

Price

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Fri 23/1

5:11 p.m.-3:57 p.m.

1 stop21h 46m

Simpson Bay Princess Juliana

Sun 1/2

4:55 p.m.-1:32 p.m.

2 stops21h 37m

C$ 404

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Fri 23/1

7:27 p.m.-1:50 p.m.

1 stop17h 23m

Simpson Bay Princess Juliana

Sun 1/2

4:55 p.m.-6:52 p.m.

1 stop26h 57m

C$ 405

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 2/3

1:05 p.m.-4:27 p.m.

1 stop26h 22m

Simpson Bay Princess Juliana

Wed 11/3

4:01 p.m.-10:15 a.m.

1 stop18h 14m

C$ 414

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 2/3

6:15 p.m.-2:08 p.m.

1 stop18h 53m

Simpson Bay Princess Juliana

Mon 9/3

4:01 p.m.-3:30 p.m.

1 stop23h 29m

C$ 444

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 19/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 28/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

C$ 445

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 22/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 27/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

C$ 448

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Tue 13/1

6:00 a.m.-4:00 p.m.

1 stop9h 00m

Simpson Bay Princess Juliana

Tue 27/1

5:00 p.m.-1:38 a.m.

1 stop9h 38m

C$ 450

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Tue 13/1

7:15 a.m.-4:00 p.m.

1 stop7h 45m

Simpson Bay Princess Juliana

Tue 27/1

5:00 p.m.-9:42 a.m.

2 stops17h 42m

C$ 454

VancouverSimpson Bay

YVR - SXM

YVRSXM

Vancouver Intl

Sat 31/1

11:45 a.m.-2:10 p.m.

3 stops22h 25m

Simpson Bay Princess Juliana

Sat 7/2

3:15 p.m.-4:48 p.m.

3 stops29h 33m

C$ 679

VancouverSimpson Bay

YVR - SXM

YVRSXM

Vancouver Intl

Fri 30/1

4:55 p.m.-2:10 p.m.

2 stops17h 15m

Simpson Bay Princess Juliana

Sat 7/2

3:15 p.m.-4:48 p.m.

3 stops29h 33m

C$ 694

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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$ 575. If you don’t want to visit Simpson Bay in June, then you should wait until October to fly from Canada, when ticket prices are also cheap, with an average price of C$ 576.

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 Wednesday when prices can be found for as low as C$ 597. 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$ 734.

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

Flying to Simpson Bay from Canada in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 665 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around C$ 718.

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$ 669 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 AIRPORTSeptember12% cheaperFlying from Toronto Pearson Intl Airport to Simpson Bay costs on average just C$ 589 in September
MOST EXPENSIVE MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTAugust18% more expensiveIt costs about C$ 796 for flights to Simpson Bay from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTDecember226% 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$ 189

Best Round-Trip Price

C$ 404

Fastest flight time

10h 00m

Popular in

February
The best one-way flight price to Simpson Bay from Canada in the last 72 hours is C$ 189 (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 72 hours is C$ 404 (Ottawa to Simpson Bay Princess Juliana).
Search Deals
The fastest flight to Simpson Bay from Canada takes 10h 00m (Québec City to Simpson Bay Princess Juliana).
Search Deals
February has the highest demand for flights to Simpson Bay, with a 1% 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 24 days out, which is when prices tend to be around C$ 666. However, in the past 72 hours, people saw flights from Canada for as low as C$ 381.

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 December 2025, there are 10 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.

An easier way to manage your Simpson Bay Princess Juliana trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 10/1
Sat 17/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Simpson Bay