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C$ 210+ Cheap flights from Simpson Bay

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/9. 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.
SXM — YUL
23 Aug — 30 Aug1
1 adult

What to know about flights from Simpson Bay

Discover essential information about flights departing from Simpson Bay, including flight schedules, destinations, airlines operating at the Simpson Bay airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 18 August 2025.

Cheapest one-way flight

C$ 387

Cheapest airline

Winair

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 503 or less

Good one-way deal

C$ 207 or less
The cheapest one-way flight from Simpson Bay Princess Juliana is currently to Toronto Pearson Intl.
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On average, Winair currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 399).
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Toronto Pearson Intl (YYZ) is currently the most popular flight destination from Simpson Bay Princess Juliana (average round-trip price of C$ 526).
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Simpson Bay Princess Juliana.
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Find flights from Simpson Bay

Cheapest flights from Simpson Bay
Explore the most affordable flight options available from Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on 18 August 2025.

Fri 26/912:25 p.m.SXM - YYZ
1 stop12h 48mMultiple Airlines
Thu 30/109:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 16/8C$ 410
Fri 5/912:25 p.m.SXM - YUL
1 stop12h 14mCopa Airlines
Thu 18/98:41 a.m.YUL - SXM
1 stop26h 45mCopa Airlines
Deal found 16/8C$ 416
Sun 28/912:25 p.m.SXM - YYZ
1 stop12h 48mMultiple Airlines
Tue 28/109:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 16/8C$ 420
Sat 13/91:35 p.m.SXM - YYZ
1 stop19h 44mUnited Airlines
Fri 19/98:00 p.m.YYZ - SXM
1 stop16h 29mUnited Airlines
Deal found 16/8C$ 423
Sun 14/912:25 p.m.SXM - YYZ
1 stop12h 48mMultiple Airlines
Sun 21/98:30 a.m.YYZ - SXM
Nonstop4h 44mMultiple Airlines
Deal found 18/8C$ 438
Sat 13/91:35 p.m.SXM - YUL
2 stops25h 25mUnited Airlines
Fri 19/92:20 p.m.YUL - SXM
2 stops22h 09mUnited Airlines
Deal found 16/8C$ 468
Sun 19/1012:24 p.m.SXM - YYZ
1 stop12h 49mMultiple Airlines
Tue 28/109:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 17/8C$ 468
Sat 27/91:35 p.m.SXM - YYZ
2 stops20h 29mUnited Airlines
Sun 2/115:52 a.m.YYZ - SXM
1 stop8h 05mUnited Airlines
Deal found 16/8C$ 471
Sat 27/91:35 p.m.SXM - YYZ
2 stops20h 29mUnited Airlines
Sat 1/117:40 p.m.YYZ - SXM
2 stops20h 17mUnited Airlines
Deal found 16/8C$ 477
Fri 26/912:25 p.m.SXM - YYZ
1 stop12h 48mMultiple Airlines
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Deal found 16/8C$ 486
Fri 12/92:35 p.m.SXM - DTW
1 stop20h 55mJetBlue
Fri 19/96:12 a.m.DTW - SXM
1 stop7h 03mJetBlue
Deal found 17/8C$ 590
Fri 5/93:05 p.m.SXM - YUL
3 stops26h 50mMultiple Airlines
Thu 18/98:41 a.m.YUL - SXM
1 stop26h 45mMultiple Airlines
Deal found 16/8C$ 640

Find flights from Simpson Bay within your budget

 
Find flights departing from Simpson Bay that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 18 August 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pierre Elliott Trudeau Intl

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 26/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Thu 30/10

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

Nonstop4h 51m

C$ 410

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 5/9

12:25 p.m.-12:39 a.m.

1 stop12h 14m

Montreal Pierre Elliott Trudeau Intl

Thu 18/9

8:41 a.m.-11:26 a.m.

1 stop26h 45m

C$ 416

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 26/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Tue 28/10

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

Nonstop4h 51m

C$ 420

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 28/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Thu 30/10

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

Nonstop4h 51m

C$ 420

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 28/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Tue 28/10

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

Nonstop4h 51m

C$ 420

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 13/9

1:35 p.m.-9:19 a.m.

1 stop19h 44m

Toronto Pearson Intl

Fri 19/9

8:00 p.m.-12:29 p.m.

1 stop16h 29m

C$ 423

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 14/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Sun 21/9

8:30 a.m.-1:14 p.m.

Nonstop4h 44m

C$ 438

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 26/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Fri 31/10

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

Nonstop4h 51m

C$ 450

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 28/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

Toronto Pearson Intl

Fri 31/10

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

Nonstop4h 51m

C$ 450

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 27/9

1:35 p.m.-10:23 p.m.

1 stop8h 48m

Toronto Pearson Intl

Sun 2/11

5:52 a.m.-2:57 p.m.

1 stop8h 05m

C$ 464

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 50 results
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Best time to book a flight from Simpson Bay

Have a flexible travel schedule? Discover the best time to fly from Simpson Bay with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Simpson Bay

Get recent, data-driven insights about flights from Simpson Bay including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Simpson Bay to Pierre Elliott Trudeau Intl. Price data was last updated on 8 August 2025.

The price you pay for your flight from Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Simpson Bay?

Currently, October is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 234). Flying from Simpson Bay in June will prove the most costly (average of C$ 756). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: WestJet. This airline departs to the following popular destinations: Montreal.

WestJet
WestJet
From C$ 315
Winair
Winair
From C$ 243
American Airlines
American Airlines
From C$ 1,200

What are popular destinations to fly to from Simpson Bay?

From Simpson Bay you can expect to find greater availability for the following destinations: Gustavia (265 flights per day), New York (94 flights per day) and Saba Island (40 flights per day).

Montreal
Montreal
From C$ 294
Toronto
Toronto
From C$ 280
Miami
Miami
From C$ 670
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 325

What is the cheapest place to fly to from Simpson Bay?

The cheapest city to fly to from Simpson Bay is Fort Lauderdale, with prices starting at C$ 207. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 149
Washington, D.C.
Washington, D.C.
From C$ 175
Toronto
Toronto
From C$ 280
Montreal
Montreal
From C$ 294

Airline reviews for flights from Simpson Bay

Get insights into the airlines that provide service from Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Simpson Bay. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Read through reviews of airlines serving Simpson Bay, such as WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,023 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Comfort

7.0

Crew

7.9

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,023 reviews
WestJet
7.2
Good
3,023 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Comfort

7.0

Crew

7.9

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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Related info for your journey

Access useful and relevant information related to your journey from Simpson Bay. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 18 August 2025.

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Miami, Panama City, Montreal Pierre Elliott Trudeau Intl Airport. Throughout the year, Miami, Gustavia, New York are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as C$ 207 to Fort Lauderdale (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 570 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    According to our data, users have found Winair, WestJet, and American Airlines to have the cheapest round-trip prices from Simpson Bay. Some of the destinations and prices are as follows: Winair flights from Simpson Bay to Road Town Beef Island (C$ 336). WestJet flights from Simpson Bay to Toronto (C$ 436). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,658).

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking to fly first-class from Simpson Bay to anywhere, put Toronto on your list as prices start at C$ 2,143 for this destination.

  • What is the cheapest month to fly from Simpson Bay?

    At the present moment the cheapest month to fly from Simpson Bay is currently October; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Simpson Bay?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Simpson Bay today with Cheapflights!

  • Why should you use Cheapflights to find cheap flight tickets from Simpson Bay?

    Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Simpson Bay with no change fees?

    Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

  • Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

    Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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How does Cheapflights help users find flights from Simpson Bay?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Simpson Bay today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Simpson Bay?

Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Simpson Bay with no change fees?

Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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