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Cheapest flights to Simpson Bay
Explore the most affordable flight options available to Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on 28 January 2026.

Tue 24/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Tue 31/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 451

Thu 9/49:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Thu 16/43:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 27/1C$ 465

Tue 3/36:30 a.m.

YYZ

-

SXM

Nonstop4h 45m

Multiple Airlines

Tue 10/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

Multiple Airlines

Deal found 25/1C$ 466

Tue 3/36:30 a.m.

YYZ

-

SXM

Nonstop4h 45m

Multiple Airlines

Thu 12/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

Multiple Airlines

Deal found 26/1C$ 469

Tue 24/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Fri 27/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 470

Sun 8/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Mon 16/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 472

Fri 24/49:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Mon 4/52:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 26/1C$ 473

Mon 27/49:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Mon 4/52:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 26/1C$ 476

Thu 30/48:30 a.m.

YYZ

-

SXM

Nonstop4h 44m

WestJet

Mon 4/52:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 27/1C$ 478

Mon 23/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Mon 30/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 483

Wed 1/49:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Sun 5/43:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 27/1C$ 487

Best flights to Simpson Bay
Discover carefully curated flight deals to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 January 2026.

Tue 3/36:30 a.m.

YYZ

-

SXM

Nonstop4h 45m

Multiple Airlines

Thu 12/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

Multiple Airlines

Deal found 25/1C$ 477

Mon 23/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Mon 30/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 483

Mon 23/310:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Tue 31/34:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Air Canada

Deal found 26/1C$ 528

Mon 27/49:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Mon 4/52:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 26/1C$ 502

Mon 23/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Tue 31/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 502

Thu 5/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Fri 13/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 25/1C$ 506

Mon 2/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Fri 13/33:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 25/1C$ 506

Tue 24/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Tue 3/34:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 28/1C$ 524

Wed 1/49:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Sun 5/43:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 530

Last-minute flights to Simpson Bay
Discover last-minute flight deals to Simpson Bay. Data last updated 28 January 2026 and is based on user searches.

Tue 3/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Tue 10/24:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 526

Mon 2/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Mon 9/25:00 p.m.

SXM

-

YYZ

Nonstop5h 15m

Air Canada

Deal found 25/1C$ 529

Wed 4/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Wed 11/24:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 26/1C$ 558

Mon 2/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Fri 6/24:20 p.m.

SXM

-

YYZ

Nonstop5h 22m

WestJet

Deal found 27/1C$ 571

Tue 3/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Mon 9/25:00 p.m.

SXM

-

YYZ

Nonstop5h 15m

Air Canada

Deal found 25/1C$ 578

Wed 4/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Mon 9/25:00 p.m.

SXM

-

YYZ

Nonstop5h 15m

Air Canada

Deal found 26/1C$ 603

Tue 3/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Tue 10/25:00 p.m.

SXM

-

YYZ

Nonstop5h 15m

Air Canada

Deal found 28/1C$ 606

One-way flights to Simpson Bay
Search for one-way flight options to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 28 January 2026.

Mon 16/310:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 27/1C$ 234

Fri 20/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 25/1C$ 256

Wed 4/310:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 26/1C$ 277

Tue 10/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Deal found 27/1C$ 293

Mon 9/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 26/1C$ 306

Sun 1/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Deal found 27/1C$ 309

Sun 8/29:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Deal found 26/1C$ 312

Wed 11/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 26/1C$ 335

Wed 4/210:15 a.m.

YYZ

-

SXM

Nonstop4h 45m

Air Canada

Deal found 27/1C$ 365

Thu 5/39:30 a.m.

YYZ

-

SXM

Nonstop4h 47m

WestJet

Deal found 26/1C$ 786

Best time to book a flight to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to 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.

Fly from

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/3

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Tue 10/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 466

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/3

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Thu 12/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 477

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 23/3

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

Simpson Bay Princess Juliana

Mon 30/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 27/4

9:00 a.m.-1:50 p.m.

Nonstop4h 50m

Simpson Bay Princess Juliana

Mon 4/5

2:40 p.m.-7:45 p.m.

Nonstop5h 05m

C$ 502

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 23/3

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

Simpson Bay Princess Juliana

Tue 31/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 502

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 5/3

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 13/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 506

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 2/3

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 13/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 506

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 24/2

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Tue 3/3

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

Nonstop5h 22m

C$ 524

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 16/3

10:15 a.m.-3:00 p.m.

Nonstop4h 45m

C$ 234

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 20/2

10:15 a.m.-4:00 p.m.

Nonstop4h 45m

C$ 256

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 18 results

1

2

Reviews of airlines flying non-stop to Simpson Bay

Read through reviews of airlines serving St. Maarten, such as Air Transat,United Airlines, andAmerican Airlines. 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.

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

7.7

Good

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

United Airlines

7.4

Good

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

American Airlines

7.2

Good

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

7.2

Good

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

7.1

Good

7.7

Good

Reviews

1 / 20

2.0

Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

FAQ about direct flights to Simpson Bay

How much are direct flights to Simpson Bay?
On average, a one-way direct flight to Simpson Bay will cost users approximately C$ 270. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 636.
Which airlines fly direct to Simpson Bay?
At the moment, WestJet, Air Transat, Air Canada offer direct flights to Simpson Bay. WestJet is currently the most popular airline that flies direct to Simpson Bay.
How long is a direct flight to Simpson Bay?
While the flight duration depends heavily on the origin, travellers can expect non-stop flights to Simpson Bay to last approximately 4h 35m on average. The quickest direct flight to Simpson Bay at this time departs from Montreal Pierre Elliott Trudeau Intl Airport (4h 35m), while the longest leaves from Montreal Pierre Elliott Trudeau Intl Airport (4h 35m).
What is the best time of year to fly direct to Simpson Bay?
If you're seeking the lowest price on a direct flight to Simpson Bay, January is worth consideration, as prices are usually at their lowest, on average. October may be most appealing to users looking for the quietest time to visit Simpson Bay, when demand is typically at its lowest.
What is the most popular direct flight origin to Simpson Bay?
Currently, the most popular direct flight origin to Simpson Bay is Toronto Pearson Intl Airport. A round-trip direct flight from Toronto Pearson Intl Airport to Simpson Bay typically costs around C$ 446.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Direct flights to Caribbean

Airlines flying direct to Simpson Bay

WestJet flights from Toronto Pearson Intl to Simpson Bay Princess Juliana

WestJet flights from Toronto to Simpson Bay Princess Juliana

Air Transat flights from Montreal Pierre Elliott Trudeau Intl to Simpson Bay Princess Juliana

Air Transat flights from Montreal to Simpson Bay Princess Juliana

Air Transat flights from Toronto Pearson Intl to Simpson Bay Princess Juliana

Air Transat flights from Toronto to Simpson Bay Princess Juliana

Non-stop flights from St. Maarten

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