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C$ 227+ 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 19/1. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
25 Jan — 1 Feb1
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 26 December 2025.

Mon 5/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 24/12C$ 433
Wed 7/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 24/12C$ 446
Wed 4/39:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Wed 11/33:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 23/12C$ 454
Tue 6/110:15 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Tue 13/15:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 23/12C$ 464
Thu 8/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 25/12C$ 466
Tue 3/29:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Fri 6/24:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 23/12C$ 468
Mon 5/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 25/12C$ 469
Thu 26/39:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Fri 3/43:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 23/12C$ 470
Fri 24/49:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Mon 4/52:40 p.m.SXM - YYZ
Nonstop5h 05mWestJet
Deal found 23/12C$ 473
Mon 2/39:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Tue 10/33:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 23/12C$ 476

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 26 December 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

Mon 5/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 12/1

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

Nonstop5h 23m

C$ 425

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 23/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 28/1

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

Nonstop5h 23m

C$ 469

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

Wed 14/1

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

Nonstop5h 23m

C$ 469

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 21/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 28/1

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

Nonstop5h 23m

C$ 469

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 23/1

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$ 470

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 27/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 28/1

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

Nonstop5h 23m

C$ 477

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 28/1

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

Nonstop5h 23m

C$ 477

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 7/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 27/4

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

Nonstop5h 05m

C$ 488

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 8/3

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Mon 16/3

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

Nonstop5h 22m

C$ 488

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 26/3

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$ 490

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/12

Showing 1-10 of 18 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 26 December 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
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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
7.7
Good
485 reviews
Air Transat
7.7
Good
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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
9,114 reviews
Air Transat
7.7
Good
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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
11,056 reviews
Air Transat
7.7
Good
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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
3,216 reviews
Air Transat
7.7
Good
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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
10,555 reviews
Air Transat
7.7
Good
485 reviews
Check prices

Comfort

7.3

Boarding

7.9

Overall

7.7

Crew

8.4

Entertainment

7.1

Food

6.8

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$ 523. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 680.

  • Which airlines fly direct to Simpson Bay?

    At the moment, WestJet, Air Transat, Air Canada, United Airlines, American Airlines, Delta, WestJet Encore, 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 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, 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$ 610.

See more FAQs

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