Direct flights to Simpson Bay | Cheapflights

Find flight deals to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 12 April 2026.

Sun 7/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Thu 11/62:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 11/4C$ 446

Mon 8/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

Multiple Airlines

Thu 11/66:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Multiple Airlines

Deal found 9/4C$ 448

Thu 25/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Thu 2/72:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 8/4C$ 451

Sun 28/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Thu 9/72:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 7/4C$ 453

Thu 4/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

Multiple Airlines

Thu 11/66:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Multiple Airlines

Deal found 9/4C$ 454

Sat 13/612:20 p.m.

YYZ

-

SXM

Nonstop4h 40m

Air Canada

Thu 18/66:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Air Canada

Deal found 12/4C$ 466

Sun 24/59:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Thu 4/62:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 9/4C$ 472

Mon 22/69:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Mon 29/62:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 8/4C$ 476

Sat 30/512:20 p.m.

YYZ

-

SXM

Nonstop4h 40m

Air Canada

Thu 4/66:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Air Canada

Deal found 8/4C$ 482

Thu 25/612:20 p.m.

YYZ

-

SXM

Nonstop4h 40m

Air Canada

Sat 27/66:00 p.m.

SXM

-

YYZ

Nonstop5h 00m

Air Canada

Deal found 8/4C$ 505

Thu 9/79:00 a.m.

YYZ

-

SXM

Nonstop4h 50m

WestJet

Mon 13/72:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

WestJet

Deal found 12/4C$ 518

Sat 27/612:20 p.m.

YYZ

-

SXM

Nonstop4h 40m

Multiple Airlines

Thu 2/72:40 p.m.

SXM

-

YYZ

Nonstop5h 05m

Multiple Airlines

Deal found 10/4C$ 523

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.

YTO-SXM

YYZ-SXM

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

Cheapest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 26/7

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Mon 3/8

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

Nonstop5h 05m

C$ 453

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 4/6

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 11/6

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

Nonstop5h 00m

C$ 454

Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 13/6

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

Nonstop4h 40m

Simpson Bay Princess Juliana

Thu 18/6

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

Nonstop5h 00m

C$ 466

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 27/6

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

Nonstop4h 40m

Simpson Bay Princess Juliana

Thu 2/7

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

Nonstop5h 05m

C$ 523

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 27/4

10:15 a.m.-2:55 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Thu 7/5

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

Nonstop5h 00m

C$ 565

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 10/5

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 14/5

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

Nonstop5h 05m

C$ 566

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/5

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Mon 25/5

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

Nonstop5h 05m

C$ 567

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 9/5

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

Nonstop4h 40m

Simpson Bay Princess Juliana

Thu 21/5

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

Nonstop5h 00m

C$ 592

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 14/5

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Sun 24/5

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

Nonstop5h 05m

C$ 693

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$ 720

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 20 resultsSorted by cheapest first

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, andWestJet. 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.

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.

American Airlines

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.

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$ 305. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 714.
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 37m 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 Toronto Pearson Intl Airport (4h 40m).
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, May 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$ 516.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Popular Caribbean destinations

Popular Simpson Bay routes

Airlines

St. Maarten origins

Direct flights to Caribbean

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.