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C$ 210+ Cheap flights to Simpson Bay

— SXM
23 Nov — 30 Nov1
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

Mon 16/1110:53 a.m. -
2 stops25h 57m
Thu 26/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 438
Fri 13/113:35 p.m. -
1 stop23h 22m
Sat 21/112:10 p.m. -
1 stop20h 37m
Deal found 20/10C$ 440
Thu 29/107:26 p.m. -
2 stops41h 24m
Thu 5/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 458
Mon 16/115:55 p.m. -
2 stops18h 55m
Sat 21/115:00 p.m. -
2 stops17h 47m
Deal found 24/10C$ 459
Tue 8/129:30 a.m. -
Nonstop4h 55m
Tue 15/124:20 p.m. -
Nonstop5h 25m
Deal found 20/10C$ 464
Sat 5/127:44 p.m. -
2 stops41h 06m
Sat 19/125:00 p.m. -
2 stops25h 49m
Deal found 21/10C$ 465
Tue 20/106:00 a.m. -
1 stop9h 39m
Thu 22/102:23 p.m. -
2 stops20h 36m
Deal found 19/10C$ 469
Sat 24/105:29 p.m. -
2 stops22h 10m
Thu 29/102:23 p.m. -
1 stop9h 06m
Deal found 21/10C$ 472
Mon 16/117:14 a.m. -
1 stop8h 17m
Sun 22/115:29 p.m. -
2 stops20h 02m
Deal found 20/10C$ 478
Sat 24/105:51 p.m. -
2 stops19h 32m
Sat 31/104:39 p.m. -
2 stops20h 53m
Deal found 21/10C$ 479

Find flight deals to Simpson Bay

Round-trip from

C$ 433

One-way from

C$ 209

Popular in

August

Cheapest in

October

Average price

C$ 471

Good round-trip deal

C$ 461 or less

Good one-way deal

C$ 236 or less
Air Canada
  • Air Canada
  • 8/12-15/12
  • Nonstop
  • 10h 15m total
  • Toronto to Simpson Bay
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United Airlines
  • United Airlines
  • 12/11-31/12
  • 2 total stops
  • 40h 10m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 60 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Toronto to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Toronto to Simpson Bay Princess Juliana.
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Cheapflights Fare Finder

 
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 Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Tue 17/11

10:00 a.m.-1:50 p.m.

2 stops26h 50m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 210

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Fri 30/10

12:55 p.m.-12:50 p.m.

2 stops23h 55m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 210

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Sun 6/12

7:44 p.m.-1:50 p.m.

2 stops17h 06m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 220
Quickest round-trip

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Sat 12/12

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

1 stop8h 12m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 220

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Mon 16/11

8:40 p.m.-1:50 p.m.

1 stop16h 10m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 220

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Thu 5/11

8:40 p.m.-3:57 p.m.

2 stops42h 17m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 221

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Sat 16/1

10:00 a.m.-1:50 p.m.

1 stop26h 50m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 228

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Wed 24/2

7:26 p.m.-1:50 p.m.

2 stops41h 24m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 235

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Tue 29/12

2:57 p.m.-3:57 p.m.

2 stops24h 00m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 237

TorontoSimpson Bay

YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana

YYZSXM

Toronto Pearson Intl

Fri 13/11

3:35 p.m.-1:50 p.m.

2 stops21h 15m

Simpson Bay Princess Juliana

Sat 21/11

5:00 p.m.-9:47 a.m.

2 stops17h 47m

C$ 476

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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

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 5 hours 47 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$ 365
Air Canada
Air Canada
From C$ 317
Air Transat
Air Transat
From C$ 370
American Airlines
American Airlines
From C$ 355

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 77 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

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
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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
7.7
Good
584 reviews
Air Transat
7.7
Good
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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
7.3
Good
10,438 reviews
Air Transat
7.7
Good
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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
3,445 reviews
Air Transat
7.7
Good
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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
11,808 reviews
Air Transat
7.7
Good
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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
7.0
Good
12,193 reviews
Air Transat
7.7
Good
584 reviews
Check prices

Overall

7.7

Crew

8.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Boarding

7.9

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, Air Transat 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$ 206, while round-trip flights cost around C$ 370.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 1,118, however they can be found for as little as C$ 370.

  • 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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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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