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C$ 174+ 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 25/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
9 Apr — 16 Apr1
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 10 March 2026.

Mon 8/69:00 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mon 15/62:40 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/3C$ 448
Sat 4/47:00 a.m.
YYZ
-
SXM
2 stops29h 33m
United Airlines
Wed 15/43:50 p.m.
SXM
-
YYZ
2 stops19h 53m
United Airlines
Deal found 9/3C$ 455
Sat 7/34:08 p.m.
YYZ
-
SXM
2 stops18h 21m
American Airlines
Wed 11/34:28 p.m.
SXM
-
YYZ
2 stops17h 21m
American Airlines
Deal found 7/3C$ 460
Fri 17/43:53 p.m.
YYZ
-
SXM
2 stops24h 56m
United Airlines
Thu 23/41:35 p.m.
SXM
-
YYZ
2 stops24h 49m
United Airlines
Deal found 6/3C$ 461
Sat 2/57:43 p.m.
YYZ
-
SXM
2 stops16h 50m
United Airlines
Tue 12/51:35 p.m.
SXM
-
YYZ
2 stops22h 14m
United Airlines
Deal found 7/3C$ 463
Sun 8/36:00 a.m.
YYZ
-
SXM
1 stop9h 28m
American Airlines
Thu 12/34:01 p.m.
SXM
-
YYZ
1 stop25h 28m
American Airlines
Deal found 6/3C$ 465
Tue 10/37:30 a.m.
YYZ
-
SXM
1 stop7h 30m
American Airlines
Mon 16/34:01 p.m.
SXM
-
YYZ
1 stop18h 17m
American Airlines
Deal found 9/3C$ 468
Mon 9/36:15 p.m.
YYZ
-
SXM
2 stops19h 06m
American Airlines
Mon 16/34:01 p.m.
SXM
-
YYZ
1 stop18h 17m
American Airlines
Deal found 5/3C$ 471
Thu 19/39:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Thu 26/33:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Deal found 9/3C$ 472
Sun 22/37:30 a.m.
YYZ
-
SXM
1 stop7h 30m
American Airlines
Tue 24/33:01 p.m.
SXM
-
YYZ
2 stops19h 13m
American Airlines
Deal found 8/3C$ 475
Sun 8/312:30 p.m.
YTZ
-
SXM
2 stops26h 21m
Air Canada
Thu 12/31:52 p.m.
SXM
-
YTZ
2 stops28h 18m
Air Canada
Deal found 6/3C$ 491
Tue 10/312:30 p.m.
YTZ
-
SXM
2 stops26h 21m
Air Canada
Sat 14/31:52 p.m.
SXM
-
YTZ
2 stops45h 50m
Air Canada
Deal found 10/3C$ 570

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 10 March 2026.

Round-trip from

C$ 448

One-way from

C$ 174

Popular in

December

Cheapest in

June

Average price

C$ 691

Good round-trip deal

C$ 542 or less

Good one-way deal

C$ 208 or less
WestJet
  • WestJet
  • 8/6-15/6
  • Nonstop
  • 9h 55m total
  • Toronto to Simpson Bay
Search Deals
Air Canada
  • Air Canada
  • 25/3
  • 2 total stops
  • 21h 20m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 20 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 March 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 10 March 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 18/4

8:50 a.m.-4:49 p.m.

1 stop7h 59m

Simpson Bay Princess Juliana

Sat 25/4

3:50 p.m.-3:46 p.m.

2 stops23h 56m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 8/4

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Wed 15/4

3:50 p.m.-1:47 p.m.

2 stops21h 57m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 2/6

2:30 p.m.-12:33 p.m.

1 stop22h 03m

Simpson Bay Princess Juliana

Sat 6/6

3:50 p.m.-2:24 p.m.

2 stops22h 34m

C$ 514
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 25/4

8:50 a.m.-4:49 p.m.

1 stop7h 59m

Simpson Bay Princess Juliana

Wed 6/5

1:35 p.m.-10:04 a.m.

2 stops20h 29m

C$ 516

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 26/4

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Wed 29/4

3:50 p.m.-10:04 a.m.

1 stop18h 14m

C$ 537

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 27/4

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Thu 7/5

1:35 p.m.-10:04 a.m.

2 stops20h 29m

C$ 555

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 1/4

8:50 a.m.-12:33 p.m.

2 stops27h 43m

Simpson Bay Princess Juliana

Thu 23/4

1:35 p.m.-2:24 p.m.

2 stops24h 49m

C$ 560

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 2/5

8:55 p.m.-12:33 p.m.

2 stops39h 38m

Simpson Bay Princess Juliana

Tue 12/5

1:35 p.m.-6:22 p.m.

2 stops28h 47m

C$ 570

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/6

7:30 a.m.-2:43 p.m.

1 stop7h 13m

Simpson Bay Princess Juliana

Mon 15/6

3:50 p.m.-3:46 p.m.

2 stops23h 56m

C$ 575

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 21/3

4:20 p.m.-1:40 p.m.

2 stops21h 20m

Simpson Bay Princess Juliana

Sat 28/3

2:20 p.m.-11:39 a.m.

2 stops21h 19m

C$ 676

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 39 resultsSorted by cheapest first
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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

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

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Simpson Bay. Price data was last updated on 6 March 2026.

Booking 24 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.

How long is the flight to Simpson Bay?

On average, a flight from Toronto to Simpson Bay takes 10 hours 35 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.

Weekly flight availability to Simpson Bay

The most flights from Toronto to Simpson Bay are scheduled on a Tuesday (3 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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$ 395
Air Canada
Air Canada
From C$ 292
Air Transat
Air Transat
From C$ 496
United Airlines
United Airlines
From C$ 207

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 WestJet.

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 10 March 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
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Transat
7.7
Good
520 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
United Airlines
7.4
Good
9,409 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
WestJet
7.2
Good
3,288 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
American Airlines
7.1
Good
11,413 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Canada
7.1
Good
10,800 reviews
Air Transat
7.7
Good
520 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Food

6.8

Overall

7.7

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

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. On average, Simpson Bay Princess Juliana has 1 flight from Toronto per day from 7 airlines.

  • 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$ 59, while round-trip flights cost around C$ 410.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 652, however they can be found for as little as C$ 410.

  • 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. Coco's Beach House Su is the closest property to Simpson Bay Princess Juliana (0.0 km away from Simpson Bay Princess Juliana).

See more FAQs

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Some of the lowest fares we’ve come across for flights to Simpson Bay.
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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