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C$ 191+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
3 Aug — 10 Aug1
1 adult

Flights to Simpson Bay in 2025

Find the latest flights to Simpson Bay in 2025, 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 29 July 2025.

Round-trip from

C$ 582

One-way from

C$ 191

Popular in

December

Cheapest in

October

Average price

C$ 686

Good round-trip deal

C$ 618 or less

Good one-way deal

C$ 246 or less
American Airlines
  • American Airlines
  • 27/9-1/10
  • 4 total stops
  • 42h 28m total
  • Toronto to Simpson Bay
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Copa Airlines
  • Copa Airlines
  • 6/9
  • 1 total stop
  • 26h 26m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 6% potential increase in price (C$ 59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 37 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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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Find flight deals to Simpson Bay

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 29 July 2025.

Sat 27/93:45 p.m.YYZ - SXM
2 stops21h 34mAmerican Airlines
Wed 1/102:20 p.m.SXM - YYZ
2 stops20h 54mAmerican Airlines
Deal found 28/7C$ 582
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:05 p.m.SXM - YYZ
1 stop24h 02mAir Transat
Deal found 27/7C$ 587
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mMultiple Airlines
Fri 3/103:05 p.m.SXM - YYZ
1 stop23h 00mMultiple Airlines
Deal found 28/7C$ 599
Thu 21/85:15 p.m.YYZ - SXM
2 stops43h 14mUnited Airlines
Sat 30/83:55 p.m.SXM - YYZ
2 stops27h 42mUnited Airlines
Deal found 27/7C$ 606
Sun 7/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Sun 14/92:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 28/7C$ 610
Tue 16/1210:15 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Wed 24/125:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 28/7C$ 645
Mon 29/96:15 a.m.YYZ - SXM
1 stop7h 35mDelta
Fri 3/103:20 p.m.SXM - YYZ
1 stop8h 35mDelta
Deal found 28/7C$ 694
Wed 29/107:55 a.m.YTZ - SXM
1 stop27h 00mAir Transat
Thu 6/111:05 p.m.SXM - YTZ
1 stop8h 45mAir Transat
Deal found 29/7C$ 706
Sun 21/98:40 p.m.YTZ - SXM
2 stops17h 20mMultiple Airlines
Sun 28/912:25 p.m.SXM - YTZ
2 stops23h 15mMultiple Airlines
Deal found 27/7C$ 883
Sat 22/114:05 p.m.YTZ - SXM
2 stops20h 09mAir Canada
Sat 29/113:40 p.m.SXM - YTZ
1 stop19h 15mAir Canada
Deal found 27/7C$ 2,043

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 29 July 2025.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 27/9

3:45 p.m.-1:19 p.m.

2 stops21h 34m

Simpson Bay Princess Juliana

Wed 1/10

2:20 p.m.-11:14 a.m.

2 stops20h 54m

C$ 582

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 28/9

8:30 a.m.-1:14 p.m.

Nonstop4h 44m

Simpson Bay Princess Juliana

Fri 3/10

3:05 p.m.-2:05 p.m.

1 stop23h 00m

C$ 599

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/8

5:15 p.m.-12:29 p.m.

2 stops43h 14m

Simpson Bay Princess Juliana

Sat 30/8

3:55 p.m.-7:37 p.m.

2 stops27h 42m

C$ 606

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 7/9

8:30 a.m.-1:14 p.m.

Nonstop4h 44m

Simpson Bay Princess Juliana

Sun 14/9

2:10 p.m.-7:10 p.m.

Nonstop5h 00m

C$ 610

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 4/9

9:00 a.m.-11:26 a.m.

1 stop26h 26m

Simpson Bay Princess Juliana

Wed 10/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

C$ 668

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 29/9

6:15 a.m.-1:50 p.m.

1 stop7h 35m

Simpson Bay Princess Juliana

Fri 3/10

3:20 p.m.-11:55 p.m.

1 stop8h 35m

C$ 694

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sun 21/9

8:40 p.m.-2:00 p.m.

2 stops17h 20m

Simpson Bay Princess Juliana

Sun 28/9

12:25 p.m.-11:40 a.m.

2 stops23h 15m

C$ 883

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Thu 7/8

10:25 a.m.-12:29 p.m.

2 stops26h 04m

Simpson Bay Princess Juliana

Thu 14/8

1:35 p.m.-4:46 p.m.

2 stops27h 11m

C$ 2,185

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/9

9:00 a.m.-11:26 a.m.

1 stop26h 26m

C$ 191

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/8

9:00 p.m.-12:29 p.m.

2 stops39h 29m

C$ 195

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/7

Showing 1-10 of 17 results
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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 25 July 2025.

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 9 hours 4 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$ 276
Air Transat
Air Transat
From C$ 346
Air Canada
Air Canada
From C$ 285
United Airlines
United Airlines
From C$ 168

What are the cheapest airlines that fly to Simpson Bay?

The cheapest airlines flying from Toronto to Simpson Bay are United Airlines, Delta 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 29 July 2025.
Read through reviews of airlines serving St. Maarten, such as Caribbean Airlines,Delta, andCopa 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.
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
166 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Delta
8.0
Very good
7,979 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Copa Airlines
7.5
Good
1,493 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
United Airlines
7.4
Good
8,896 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Comfort

7.9

Boarding

8.1

Overall

8.1

Entertainment

6.7

Food

6.8

Crew

8.4

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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$ 206, while round-trip flights cost around C$ 412.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 302, however they can be found for as little as C$ 300.

  • 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 34 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. Simpson Bay Ocean View - Deluxe 1 Bedroom Condo! 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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Users can book flights with no change fees policies with our dedicated filters. Book flights to Simpson Bay flexibly with Cheapflights today.

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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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