C$ 233+ Cheap flights from Simpson Bay

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/1. 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 — DTW
20 Jan — 27 Jan1
1 adult
1 adult, Economy, 0 bags

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 21 December 2025.

Cheapest airline

WestJet

Good round-trip deal

C$ 237 or less

Good one-way deal

C$ 282 or less
On average, WestJet currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 821).
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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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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 21 December 2025.

Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Wed 28/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 19/12C$ 469
Mon 12/13:15 p.m.SXM - YYZ
1 stop28h 47mMultiple Airlines
Sun 1/28:30 p.m.YYZ - SXM
1 stop16h 45mMultiple Airlines
Deal found 19/12C$ 483
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Tue 3/29:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Deal found 19/12C$ 487
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Sat 31/17:40 a.m.YYZ - SXM
1 stop29h 35mMultiple Airlines
Deal found 19/12C$ 494
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Thu 29/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 19/12C$ 495
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Fri 30/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 19/12C$ 498
Mon 12/13:15 p.m.SXM - YYZ
1 stop28h 47mMultiple Airlines
Wed 28/19:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 19/12C$ 505
Sun 11/13:15 p.m.SXM - YYZ
1 stop24h 25mMultiple Airlines
Sat 31/17:40 a.m.YYZ - SXM
1 stop29h 35mMultiple Airlines
Deal found 19/12C$ 515
Sun 11/13:15 p.m.SXM - YYZ
1 stop24h 25mMultiple Airlines
Sun 1/28:30 p.m.YYZ - SXM
1 stop16h 45mMultiple Airlines
Deal found 19/12C$ 519
Mon 12/13:15 p.m.SXM - YYZ
1 stop28h 47mMultiple Airlines
Tue 3/29:30 a.m.YYZ - SXM
Nonstop4h 47mMultiple Airlines
Deal found 19/12C$ 524
Mon 12/13:15 p.m.SXM - YYZ
1 stop28h 47mMultiple Airlines
Mon 2/29:30 a.m.YYZ - SXM
Nonstop4h 47mMultiple Airlines
Deal found 19/12C$ 533
Fri 16/15:00 p.m.SXM - YUL
2 stops14h 39mMultiple Airlines
Fri 23/16:45 a.m.YUL - SXM
1 stop7h 36mMultiple Airlines
Deal found 18/12C$ 548

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 21 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Detroit

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 12/1

3:15 p.m.-7:02 p.m.

1 stop28h 47m

Toronto Pearson Intl

Tue 3/2

9:30 a.m.-3:17 p.m.

Nonstop4h 47m

C$ 524

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 12/1

3:15 p.m.-7:02 p.m.

1 stop28h 47m

Toronto Pearson Intl

Mon 2/2

9:30 a.m.-3:17 p.m.

Nonstop4h 47m

C$ 533

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 16/1

3:15 p.m.-2:20 p.m.

2 stops24h 05m

Toronto Pearson Intl

Thu 22/1

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

Nonstop4h 51m

C$ 534

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 8/1

3:15 p.m.-11:20 p.m.

1 stop9h 05m

Toronto Pearson Intl

Sun 1/2

8:30 p.m.-2:15 p.m.

1 stop16h 45m

C$ 542

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 16/1

5:00 p.m.-6:39 a.m.

2 stops14h 39m

Montreal Pierre Elliott Trudeau Intl

Fri 23/1

6:45 a.m.-3:21 p.m.

1 stop7h 36m

C$ 548

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 12/1

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

Nonstop5h 23m

Toronto Pearson Intl

Sat 31/1

2:15 p.m.-2:15 p.m.

2 stops23h 00m

C$ 556

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 10/1

5:00 p.m.-2:00 p.m.

2 stops22h 00m

Montreal Pierre Elliott Trudeau Intl

Sat 17/1

3:00 p.m.-1:50 p.m.

2 stops21h 50m

C$ 564

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 2/2

2:42 p.m.-10:59 p.m.

1 stop9h 17m

Montreal Pierre Elliott Trudeau Intl

Mon 9/2

3:59 p.m.-4:28 p.m.

2 stops23h 29m

C$ 577

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 10/1

5:00 p.m.-9:58 a.m.

2 stops17h 58m

Toronto Pearson Intl

Fri 30/1

9:00 p.m.-3:57 p.m.

1 stop17h 57m

C$ 584

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 10/1

5:00 p.m.-2:01 p.m.

2 stops22h 01m

Toronto Pearson Intl

Sat 31/1

7:40 p.m.-1:50 p.m.

1 stop17h 10m

C$ 584

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/12

Showing 1-10 of 43 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.

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 (482 flights per day), New York (80 flights per day) and Saba Island (50 flights per day).

Toronto
Toronto
From C$ 192
Miami
Miami
From C$ 254
Montreal
Montreal
From C$ 281
Newcastle
Newcastle
From C$ 310

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

The cheapest city to fly to from Simpson Bay is Toronto, with prices starting at C$ 192. Explore other affordable destinations below.

Toronto
Toronto
From C$ 192
Miami
Miami
From C$ 254
Montreal
Montreal
From C$ 281
Newcastle
Newcastle
From C$ 310

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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 21 December 2025.

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

    This month, the top selected destinations from Simpson Bay are Miami, New York John F Kennedy Intl Airport, Santo Domingo. 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$ 192 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 456 to fly from Simpson Bay.

  • 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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