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C$ 241+ Direct flights to Simpson Bay

This is the cheapest price on a non-stop flight to Simpson Bay found by a Cheapflights user in the last 72 hours by searching for a flight departing on 13/12. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Find flight deals to Simpson Bay

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 11 September 2025.

Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 13/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 11/9C$ 510
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Sun 5/102:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 10/9C$ 516
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 8/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 11/9C$ 522
Sun 11/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Fri 16/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 9/9C$ 564
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 11/9C$ 568
Tue 13/110:15 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Tue 27/15:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 10/9C$ 570
Sat 3/16:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 17/11:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 10/9C$ 575
Tue 18/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 27/114:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 11/9C$ 576
Thu 15/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 20/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 11/9C$ 578

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.

Cheapflights Fare Finder

 
Use the slider to find non-stop flights to Simpson Bay within your budget. Price data is based on user searches made on Cheapflights. Over the past seven days, Cheapflights users made 629,999 searches and data was last updated on 11 September 2025.
Use the filters below to find and compare direct flights to Simpson Bay that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 13/12

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 28/9

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

Nonstop4h 44m

Simpson Bay Princess Juliana

Sun 5/10

2:10 p.m.-7:10 p.m.

Nonstop5h 00m

C$ 516

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 6/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 15/1

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

Nonstop5h 23m

C$ 516

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 6/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 13/1

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

Nonstop5h 23m

C$ 516

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

Wed 4/2

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

Nonstop5h 22m

C$ 536

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 3/2

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

Nonstop5h 22m

C$ 536

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

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 28/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 5/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 13/1

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

Nonstop5h 23m

C$ 546

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 26/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 4/2

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

Nonstop5h 22m

C$ 557

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 17 results
1
2

Reviews of airlines flying non-stop to Simpson Bay

Get insights into the airlines that provide direct flights to 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 an airline for your flight to Simpson Bay. Reviews last updated 11 September 2025.
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.
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Transat
7.7
Good
438 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
United Airlines
7.4
Good
8,937 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
American Airlines
7.2
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
WestJet
7.2
Good
3,091 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Canada
7.1
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.

FAQ about direct flights to Simpson Bay

Find answers to frequently asked questions about direct flights to Simpson Bay to unlock the best deals on Cheapflights.

  • How much are direct flights to Simpson Bay?

    On average, a one-way direct flight to Simpson Bay will cost users approximately C$ 374. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 681.

  • Which airlines fly direct to Simpson Bay?

    At the moment, WestJet, Air Transat, Air Canada, United Airlines, American Airlines, WestJet Encore, Sunwing Airlines, Delta, Caribbean Airlines 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 39m 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 44m).

  • 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, September 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$ 514.

See more FAQs

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