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C$ 287+ 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 31/12. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

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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 13 November 2025.

Fri 5/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Fri 12/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 465
Mon 15/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 23/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 469
Tue 16/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Fri 26/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 474
Thu 18/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 24/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 475
Mon 15/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 22/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 479
Tue 2/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 9/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 10/11C$ 482
Mon 23/29:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Thu 5/34:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 11/11C$ 485
Tue 2/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 8/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 486
Fri 12/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 6/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 12/11C$ 490
Sun 29/39:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Wed 8/43:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 11/11C$ 495

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 13 November 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

Tue 2/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 9/12

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

Nonstop5h 23m

C$ 465

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 16/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Fri 26/12

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

Nonstop5h 23m

C$ 474

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 15/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 22/12

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

Nonstop5h 23m

C$ 479

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 6/1

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

Nonstop5h 23m

C$ 490

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 2/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 4/12

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 4/1

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 5/1

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Fri 9/1

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 5/4

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Thu 9/4

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

Nonstop5h 22m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 1/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 6/1

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

Nonstop5h 23m

C$ 518

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 22 results
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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 13 November 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
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Transat
7.8
Good
471 reviews
Air Transat
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
United Airlines
7.4
Good
9,016 reviews
Air Transat
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
American Airlines
7.2
Good
11,050 reviews
Air Transat
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
WestJet
7.2
Good
3,160 reviews
Air Transat
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Canada
7.1
Good
10,444 reviews
Air Transat
7.8
Good
471 reviews
Check prices

Comfort

7.4

Entertainment

7.1

Boarding

7.9

Overall

7.8

Food

6.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.

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$ 331. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 743.

  • Which airlines fly direct to Simpson Bay?

    At the moment, WestJet, Air Transat, Air Canada, United Airlines, American Airlines, WestJet Encore, Delta, Sunwing Airlines, 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 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, 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$ 525.

See more FAQs

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