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C$ 201+ Cheap flights to Simpson Bay

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
22 Aug — 29 Aug1
1 adult
1 adult, Economy, 0 bags

Flights to Simpson Bay in 2026

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 23 July 2026.

Sun 20/99:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 27/93:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 22/7C$ 476
Sat 5/912:20 p.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Sat 12/96:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 21/7C$ 477
Sun 25/109:30 a.m.
YYZ
-
SXM
Nonstop4h 51m
WestJet
Thu 29/103:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Deal found 21/7C$ 481
Sun 18/109:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 25/103:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Deal found 19/7C$ 483
Sun 18/109:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 22/103:10 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 22/7C$ 484
Sat 17/1012:20 p.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Sun 25/103:45 p.m.
SXM
-
YYZ
Nonstop5h 20m
Air Canada
Deal found 19/7C$ 493
Thu 15/1012:20 p.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Thu 22/106:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 19/7C$ 494
Sun 18/109:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Tue 27/103:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Deal found 19/7C$ 496
Sat 24/1012:20 p.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Sat 31/102:40 p.m.
SXM
-
YYZ
2 stops29h 52m
Air Canada
Deal found 19/7C$ 498
Sun 25/109:50 a.m.
YYZ
-
SXM
Nonstop4h 55m
Air Canada
Sun 1/114:45 p.m.
SXM
-
YYZ
Nonstop5h 20m
Air Canada
Deal found 23/7C$ 503
Sat 24/105:30 p.m.
YTZ
-
SXM
2 stops43h 20m
Air Canada
Sat 31/102:40 p.m.
SXM
-
YTZ
2 stops25h 24m
Air Canada
Deal found 19/7C$ 531
Thu 5/118:55 p.m.
YTZ
-
SXM
2 stops40h 50m
Air Canada
Thu 12/113:45 p.m.
SXM
-
YTZ
1 stop19h 25m
Air Canada
Deal found 21/7C$ 712

Find flight deals to Simpson Bay

Find the latest flights to Simpson Bay in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 July 2026.

Round-trip from

C$ 476

One-way from

C$ 201

Popular in

December

Cheapest in

June

Average price

C$ 686

Good round-trip deal

C$ 578 or less

Good one-way deal

C$ 316 or less
WestJet
  • WestJet
  • 20/9-27/9
  • Nonstop
  • 9h 55m total
  • Toronto to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 20/9
  • Nonstop
  • 4h 50m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Toronto to Simpson Bay Princess Juliana.
Search Deals
Price to beat on a one-way flight from Toronto to Simpson Bay Princess Juliana.
Search Deals

Cheapflights Fare Finder

 
Locate flights to Simpson Bay that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 July 2026.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 24/10

7:43 p.m.-12:50 p.m.

2 stops41h 07m

Simpson Bay Princess Juliana

Sat 31/10

4:00 p.m.-10:15 p.m.

2 stops30h 15m

C$ 564

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 4/1

8:05 p.m.-1:50 p.m.

2 stops16h 45m

Simpson Bay Princess Juliana

Wed 13/1

2:52 p.m.-5:59 p.m.

1 stop28h 07m

C$ 590

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 5/1

7:40 p.m.-1:50 p.m.

2 stops17h 10m

Simpson Bay Princess Juliana

Wed 13/1

2:52 p.m.-1:33 p.m.

2 stops23h 41m

C$ 590

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 28/11

6:45 a.m.-3:57 p.m.

1 stop8h 12m

Simpson Bay Princess Juliana

Sat 12/12

2:40 p.m.-12:19 a.m.

1 stop10h 39m

C$ 600
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 20/11

9:50 a.m.-3:45 p.m.

Nonstop4h 55m

Simpson Bay Princess Juliana

Wed 2/12

4:45 p.m.-9:05 p.m.

Nonstop5h 20m

C$ 604

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Thu 5/11

8:55 p.m.-2:45 p.m.

2 stops40h 50m

Simpson Bay Princess Juliana

Thu 12/11

3:45 p.m.-3:04 p.m.

2 stops24h 19m

C$ 718

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Fri 15/1

2:45 p.m.-11:55 a.m.

1 stop20h 10m

Simpson Bay Princess Juliana

Fri 29/1

1:05 p.m.-6:05 p.m.

1 stop30h 00m

C$ 746

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Fri 20/11

8:30 p.m.-2:45 p.m.

1 stop17h 15m

Simpson Bay Princess Juliana

Wed 2/12

1:05 p.m.-9:20 p.m.

1 stop9h 15m

C$ 756

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 14/11

8:30 p.m.-1:50 p.m.

2 stops40h 20m

Simpson Bay Princess Juliana

Sat 21/11

3:45 p.m.-1:24 p.m.

2 stops22h 39m

C$ 771

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 15/10

9:00 p.m.-12:33 p.m.

2 stops39h 33m

Simpson Bay Princess Juliana

Tue 27/10

1:52 p.m.-5:49 p.m.

1 stop27h 57m

C$ 774

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/7

Showing 1-10 of 35 resultsSorted by cheapest first
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4

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 Insights

Everything you need to know about your flight to Simpson Bay

How long is the flight to Simpson Bay?

On average, a flight from Toronto to Simpson Bay takes 9 hours 20 minutes. Flights to Simpson Bay from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Simpson Bay?

The most popular airlines flying from Toronto to Simpson Bay are WestJet, Air Canada and Air Transat.

WestJet
WestJet
From C$ 384
Air Canada
Air Canada
From C$ 311
Air Transat
Air Transat
From C$ 493
United Airlines
United Airlines
From C$ 174

What are the cheapest airlines that fly to Simpson Bay?

The cheapest airlines flying from Toronto to Simpson Bay are United Airlines, Air Canada and American Airlines.

When is the best time to book a flight to Simpson Bay?

Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights to Simpson Bay. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service 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 23 July 2026.
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.
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
Air Transat
7.8
Good
566 reviews
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
United Airlines
7.4
Good
10,026 reviews
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
WestJet
7.2
Good
3,416 reviews
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
American Airlines
7.1
Good
11,842 reviews
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus
Air Canada
7.1
Good
11,377 reviews
Air Transat
7.8
Good
566 reviews
Check prices

Comfort

7.3

Crew

8.5

Overall

7.8

Entertainment

7.1

Boarding

8.0

Food

6.8

Reviews

1 / 20
8.0
Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus

FAQs about flying to Simpson Bay

  • What airport do you fly into for flights to Simpson Bay?

    Booking a flight to Simpson Bay Princess Juliana (SXM) is your only option if you intend on flying to Simpson Bay. It is only a 0.9 km journey from Princess Juliana to Simpson Bay’s city centre.

  • Can I find cheaper flights to Simpson Bay if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Simpson Bay on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Simpson Bay?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Simpson Bay.

  • What is the cheapest airport to fly to in Simpson Bay?

    Simpson Bay Princess Juliana is currently the cheapest airport to fly to in Simpson Bay. One-way flights to Simpson Bay Princess Juliana typically cost C$ 248, while round-trip flights cost around C$ 241.

  • How much is a round-trip flight to Simpson Bay?

    A round-trip flight to Simpson Bay will typically cost around C$ 670, however they can be found for as little as C$ 241.

  • Where does the fastest flight to Simpson Bay depart from?

    For those looking to save time traveling to Simpson Bay, Montreal offers the quickest one-way flight (4 hours 35 minutes).

  • Does Simpson Bay Princess Juliana have rental cars?

    Yes. Those touching down at Simpson Bay Princess Juliana can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Simpson Bay Princess Juliana?

    Yes. Simpson Bay Princess Juliana has hotels nearby for those requiring accommodations. Ocean's Edge 2B directly on Simpson Bay Beach is the closest property to Simpson Bay Princess Juliana (0.0 km away from Simpson Bay Princess Juliana).

See more FAQs

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Flights from Pearson Intl to Simpson Bay
Flights from Pierre Elliott Trudeau Intl to Simpson Bay

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Users can book flights with no change fees policies with our dedicated filters. Book flights to Simpson Bay flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights to Simpson Bay become cheaper?

Yes, Cheapflights offers price alerts on Simpson Bay flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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