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C$ 202+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 454

One-way from

C$ 202

Popular in

December

Cheapest in

June

Average price

C$ 463

Good round-trip deal

C$ 546 or less

Good one-way deal

C$ 212 or less
WestJet
  • WestJet
  • 10/7-17/7
  • Nonstop
  • 9h 48m total
  • Toronto to Simpson Bay
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WestJet
  • WestJet
  • 10/7
  • Nonstop
  • 4h 45m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 8% potential increase in price (C$ 79 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
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Average for round-trip flights in June 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 12 June 2025.

Thu 10/78:30 a.m.YYZ - SXM
Nonstop4h 45mWestJet
Thu 17/72:10 p.m.SXM - YYZ
Nonstop5h 03mWestJet
Deal found 12/6C$ 454
Mon 25/86:00 a.m.YYZ - SXM
1 stop9h 09mAmerican Airlines
Sat 30/84:30 p.m.SXM - YYZ
2 stops20h 06mAmerican Airlines
Deal found 10/6C$ 480
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 12/6C$ 495
Tue 8/77:00 a.m.YYZ - SXM
2 stops29h 29mUnited Airlines
Tue 29/71:35 p.m.SXM - YYZ
2 stops20h 29mUnited Airlines
Deal found 10/6C$ 500
Fri 12/1210:20 a.m.YTZ - SXM
2 stops26h 35mAir Canada
Thu 25/123:05 p.m.SXM - YTZ
2 stops21h 33mAir Canada
Deal found 10/6C$ 529
Fri 12/1210:30 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Thu 25/123:05 p.m.SXM - YYZ
1 stop17h 30mAir Canada
Deal found 10/6C$ 539
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Thu 13/114:10 p.m.SXM - YYZ
Nonstop5h 22mMultiple Airlines
Deal found 11/6C$ 543
Fri 12/129:30 p.m.YTZ - SXM
1 stop13h 25mAir Transat
Wed 24/121:05 p.m.SXM - YTZ
1 stop9h 20mAir Transat
Deal found 10/6C$ 600
Sun 28/96:00 a.m.YYZ - SXM
1 stop7h 50mDelta
Fri 3/103:15 p.m.SXM - YYZ
1 stop8h 38mDelta
Deal found 10/6C$ 695
Thu 10/712:00 p.m.YTZ - SXM
2 stops26h 00mMultiple Airlines
Mon 14/73:05 p.m.SXM - YTZ
2 stops28h 37mMultiple Airlines
Deal found 11/6C$ 751

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 12 June 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

Thu 10/7

8:30 a.m.-1:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Thu 17/7

2:10 p.m.-7:13 p.m.

Nonstop5h 03m

C$ 454

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 25/8

6:00 a.m.-3:09 p.m.

1 stop9h 09m

Simpson Bay Princess Juliana

Sat 30/8

4:30 p.m.-12:36 p.m.

2 stops20h 06m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 8/11

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 15/11

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 495

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 8/7

12:45 p.m.-12:29 p.m.

1 stop23h 44m

Simpson Bay Princess Juliana

Tue 29/7

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

2 stops20h 29m

C$ 500

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 7/11

9:30 a.m.-3:17 p.m.

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 14/11

5:15 p.m.-9:25 p.m.

Nonstop5h 10m

C$ 526

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 30/11

10:40 p.m.-3:51 p.m.

2 stops40h 11m

Simpson Bay Princess Juliana

Fri 5/12

5:15 p.m.-9:25 p.m.

Nonstop5h 10m

C$ 578

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 28/9

6:00 a.m.-1:50 p.m.

1 stop7h 50m

Simpson Bay Princess Juliana

Fri 3/10

3:15 p.m.-11:53 p.m.

1 stop8h 38m

C$ 695

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 6/12

4:20 p.m.-3:51 p.m.

2 stops22h 31m

Simpson Bay Princess Juliana

Sun 21/12

3:05 p.m.-2:50 p.m.

1 stop24h 45m

C$ 708

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Thu 10/7

8:25 a.m.-2:00 p.m.

3 stops29h 35m

Simpson Bay Princess Juliana

Mon 14/7

3:05 p.m.-7:42 p.m.

2 stops28h 37m

C$ 751

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 10/7

8:30 a.m.-1:15 p.m.

Nonstop4h 45m

C$ 202

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 20 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 9 June 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 10 hours 45 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$ 272
Air Canada
Air Canada
From C$ 285
Air Transat
Air Transat
From C$ 350
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 12 June 2025.
To help decide which airline to fly to Simpson Bay, see what other customers have to say about Caribbean Airlines, Delta and Air Transat. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
157 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,950 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Air Transat
7.8
Good
396 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,451 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
United Airlines
7.4
Good
8,790 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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$ 169, while round-trip flights cost around C$ 456.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 538, however they can be found for as little as C$ 334.

  • 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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Flights from Pearson 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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