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C$ 169+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
16 Mai — 23 Mai1
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 16 April 2026.

Mo 1/66:25 a.m.
YYZ
-
SXM
1 stop8h 18m
Air Canada
Do 4/66:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 15/4C$ 418
Mo 27/410:15 a.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Do 7/56:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 14/4C$ 429
So 24/59:00 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Do 28/52:40 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 15/4C$ 433
So 28/69:00 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
So 5/72:40 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 14/4C$ 436
Mo 8/69:40 p.m.
YYZ
-
SXM
2 stops17h 03m
Air Canada
Do 11/66:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 15/4C$ 440
So 24/58:55 p.m.
YYZ
-
SXM
1 stop17h 48m
Multiple Airlines
Mo 1/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
Multiple Airlines
Deal found 15/4C$ 442
So 12/79:00 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Do 23/72:40 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 12/4C$ 443
Di 14/48:00 p.m.
YYZ
-
SXM
1 stop18h 43m
United Airlines
Sa 18/41:29 p.m.
SXM
-
YYZ
1 stop20h 25m
United Airlines
Deal found 14/4C$ 446
Mo 20/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Do 30/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 15/4C$ 447
Mo 13/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mo 27/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 15/4C$ 448
Do 4/612:20 p.m.
YYZ
-
SXM
Nonstop4h 40m
Air Canada
Sa 13/66:00 p.m.
SXM
-
YYZ
Nonstop5h 00m
Air Canada
Deal found 15/4C$ 450
Di 14/48:55 p.m.
YTZ
-
SXM
2 stops39h 38m
Air Canada
Sa 18/42:40 p.m.
SXM
-
YTZ
1 stop18h 12m
Air Canada
Deal found 14/4C$ 550

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 16 April 2026.

Round-trip from

C$ 418

One-way from

C$ 169

Popular in

December

Cheapest in

October

Average price

C$ 615

Good round-trip deal

C$ 521 or less

Good one-way deal

C$ 301 or less
Air Canada
  • Air Canada
  • 1/6-4/6
  • 1 total stop
  • 13h 18m total
  • Toronto to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 11/5
  • Nonstop
  • 4h 50m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 16 April 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

So 7/6

9:44 a.m.-12:33 p.m.

1 stop26h 49m

Simpson Bay Princess Juliana

Do 11/6

1:35 p.m.-9:54 a.m.

2 stops20h 19m

C$ 486

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sa 25/4

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

2 stops16h 50m

Simpson Bay Princess Juliana

Mi 29/4

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 557

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mo 15/6

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

1 stop16h 50m

Simpson Bay Princess Juliana

Do 18/6

3:50 p.m.-8:44 p.m.

2 stops28h 54m

C$ 571

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mo 11/5

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

2 stops16h 50m

Simpson Bay Princess Juliana

Sa 16/5

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

1 stop18h 14m

C$ 642

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mo 4/5

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

2 stops16h 50m

Simpson Bay Princess Juliana

Sa 16/5

3:50 p.m.-11:43 a.m.

2 stops19h 53m

C$ 642
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fr 5/6

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

1 stop7h 13m

Simpson Bay Princess Juliana

Di 9/6

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 681

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mo 20/4

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

2 stops16h 50m

Simpson Bay Princess Juliana

Do 30/4

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

2 stops20h 29m

C$ 696

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

So 17/5

9:45 a.m.-10:50 a.m.

1 stop25h 05m

Simpson Bay Princess Juliana

Di 19/5

6:45 p.m.-10:00 p.m.

2 stops27h 15m

C$ 706

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

So 10/5

3:35 p.m.-12:33 p.m.

2 stops20h 58m

Simpson Bay Princess Juliana

Do 14/5

1:35 p.m.-3:02 p.m.

2 stops49h 27m

C$ 827

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mo 15/6

2:55 p.m.-12:33 p.m.

1 stop21h 38m

Simpson Bay Princess Juliana

Fr 19/6

1:35 p.m.-4:41 p.m.

2 stops27h 06m

C$ 852

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/4

Showing 1-10 of 38 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 10 April 2026.

Booking 2 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 9 hours 2 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$ 400
Air Canada
Air Canada
From C$ 297
Air Transat
Air Transat
From C$ 486
United Airlines
United Airlines
From C$ 231

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.

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 16 April 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
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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
536 reviews
Air Transat
7.7
Good
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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
9,595 reviews
Air Transat
7.7
Good
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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
3,321 reviews
Air Transat
7.7
Good
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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
11,586 reviews
Air Transat
7.7
Good
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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
10,930 reviews
Air Transat
7.7
Good
536 reviews
Check prices

Boarding

7.9

Overall

7.7

Food

6.8

Crew

8.4

Entertainment

7.0

Comfort

7.3

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.

  • 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$ 157, while round-trip flights cost around C$ 434.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 661, however they can be found for as little as C$ 434.

  • 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. Cocos Bechfront Breeze 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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