Find flights
Deals
When to book
Airlines

C$ 190+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals to Simpson Bay

Enter your travel dates to find the best prices.

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 6 November 2025.

Tue 27/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 2/24:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 6/11C$ 488
Mon 26/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 2/24:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Deal found 6/11C$ 490
Fri 2/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 5/11C$ 491
Fri 14/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 20/114:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 6/11C$ 492
Thu 8/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 4/11C$ 494
Fri 2/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 5/11C$ 495
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 4/11C$ 499
Tue 30/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 4/11C$ 506
Tue 11/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Thu 20/114:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 4/11C$ 508
Fri 2/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 13/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 4/11C$ 509
Wed 3/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Wed 10/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 5/11C$ 511

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 6 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 27/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 2/2

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

Nonstop5h 22m

C$ 488

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 5/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 8/12

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

Nonstop5h 23m

C$ 509

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

Mon 2/2

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

Nonstop5h 22m

C$ 511

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

Thu 12/3

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

Nonstop5h 22m

C$ 522

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 16/2

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Wed 25/2

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

Nonstop5h 22m

C$ 530

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 9/2

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Tue 17/2

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

Nonstop5h 22m

C$ 546

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 17/12

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$ 567

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 18/12

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$ 567

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

Sun 1/2

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

Nonstop5h 22m

C$ 569

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 5/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 7/12

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

Nonstop5h 23m

C$ 570

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 21 results
1
2
3

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 6 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
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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
470 reviews
Air Transat
7.8
Good
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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
9,003 reviews
Air Transat
7.8
Good
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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
11,040 reviews
Air Transat
7.8
Good
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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
3,154 reviews
Air Transat
7.8
Good
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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
10,410 reviews
Air Transat
7.8
Good
470 reviews
Check prices

Food

6.8

Comfort

7.4

Crew

8.5

Entertainment

7.1

Overall

7.8

Boarding

7.9

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$ 334. If you're looking for a direct round-trip flight to Simpson Bay, you can expect to pay around C$ 748.

  • 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 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$ 529.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Direct flights to Caribbean

Book a non-stop flight to one of these popular destinations located in Caribbean.
Direct flights to Montego Bay
Direct flights to Punta Cana
Direct flights to Kingston
Direct flights to Oranjestad
Direct flights to Nassau
Direct flights to Port of Spain
Direct flights to Bridgetown
Direct flights to Puerto Plata
Direct flights to San Juan
Direct flights to Providenciales
Direct flights to Kingstown
Direct flights to St. George's
Direct flights to Willemstad
Direct flights to George Town
Direct flights to Castries
Direct flights to Fort-de-France
Direct flights to Pointe-à-Pitre
Direct flights to Santo Domingo
Direct flights to St. John's
Direct flights to Basseterre
Direct flights to Freeport
Direct flights to Nagua
Direct flights to La Romana
Direct flights to Georgetown
Direct flights to Kralendijk
Direct flights to Port Au Prince

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.