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C$ 199+ 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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Simpson Bay in 2025

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 12 December 2025.

Wed 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
Wed 29/43:50 p.m.SXM - YYZ
1 stop18h 14mUnited Airlines
Deal found 10/12C$ 410
Wed 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
Sat 10/12:40 p.m.SXM - YYZ
1 stop24h 21mUnited Airlines
Deal found 10/12C$ 412
Wed 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
Wed 22/43:50 p.m.SXM - YYZ
1 stop22h 29mUnited Airlines
Deal found 10/12C$ 480
Wed 31/124:44 p.m.YYZ - SXM
1 stop20h 15mAmerican Airlines
Mon 12/15:33 p.m.SXM - YYZ
1 stop19h 45mAmerican Airlines
Deal found 10/12C$ 485
Tue 30/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 10/12C$ 505
Tue 23/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Tue 30/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 11/12C$ 508
Tue 30/127:40 p.m.YYZ - SXM
1 stop17h 10mUnited Airlines
Wed 29/43:50 p.m.SXM - YYZ
2 stops18h 05mUnited Airlines
Deal found 10/12C$ 524
Tue 30/127:40 p.m.YYZ - SXM
2 stops19h 11mUnited Airlines
Sat 10/12:40 p.m.SXM - YYZ
2 stops22h 08mUnited Airlines
Deal found 10/12C$ 527
Tue 30/126:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Thu 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Deal found 10/12C$ 557
Tue 23/126:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Wed 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Deal found 10/12C$ 564
Wed 17/1210:10 a.m.YTZ - SXM
1 stop24h 45mAir Transat
Wed 24/121:05 p.m.SXM - YTZ
1 stop23h 35mAir Transat
Deal found 10/12C$ 854
Wed 31/122:05 p.m.YTZ - SXM
1 stop20h 50mAir Transat
Sat 25/412:05 p.m.SXM - YTZ
1 stop23h 35mAir Transat
Deal found 10/12C$ 876

Find flight deals to Simpson Bay

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 December 2025.

Round-trip from

C$ 410

One-way from

C$ 199

Popular in

December

Cheapest in

June

Average price

C$ 861

Good round-trip deal

C$ 462 or less

Good one-way deal

C$ 204 or less
United Airlines
  • United Airlines
  • 25/4-29/4
  • 3 total stops
  • 25h 59m total
  • Toronto to Simpson Bay
Search Deals
United Airlines
  • United Airlines
  • 16/3
  • 2 total stops
  • 17h 51m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 12 December 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 24/1

2:45 p.m.-3:51 p.m.

2 stops24h 06m

Simpson Bay Princess Juliana

Thu 29/1

2:52 p.m.-2:01 p.m.

2 stops24h 09m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 11/1

7:30 a.m.-3:51 p.m.

1 stop7h 21m

Simpson Bay Princess Juliana

Sun 18/1

4:55 p.m.-11:46 p.m.

1 stop7h 51m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 6/1

7:40 p.m.-1:50 p.m.

2 stops17h 10m

Simpson Bay Princess Juliana

Sun 18/1

4:55 p.m.-9:58 a.m.

2 stops18h 03m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 19/1

7:40 p.m.-1:50 p.m.

2 stops17h 10m

Simpson Bay Princess Juliana

Wed 28/1

2:52 p.m.-2:14 p.m.

2 stops24h 22m

C$ 430

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 12/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 21/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

C$ 476

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 9/1

9:00 p.m.-3:57 p.m.

1 stop17h 57m

Simpson Bay Princess Juliana

Sun 18/1

4:55 p.m.-11:46 p.m.

1 stop7h 51m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 7/2

7:40 p.m.-1:50 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

Thu 12/2

2:52 p.m.-11:20 p.m.

1 stop9h 28m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 8/3

7:30 a.m.-3:00 p.m.

1 stop7h 30m

Simpson Bay Princess Juliana

Mon 16/3

4:01 p.m.-10:15 a.m.

1 stop18h 14m

C$ 483

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 17/1

5:30 p.m.-2:40 p.m.

1 stop20h 10m

Simpson Bay Princess Juliana

Thu 22/1

3:40 p.m.-11:42 a.m.

2 stops21h 02m

C$ 525

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 19/1

5:30 p.m.-2:40 p.m.

1 stop20h 10m

Simpson Bay Princess Juliana

Sun 25/1

3:40 p.m.-5:55 p.m.

1 stop27h 15m

C$ 527

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 34 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 5 December 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 0 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$ 413
Air Transat
Air Transat
From C$ 447
Air Canada
Air Canada
From C$ 452
United Airlines
United Airlines
From C$ 269

What are the cheapest airlines that fly to Simpson Bay?

The cheapest airlines flying from Toronto to Simpson Bay are United Airlines, American Airlines 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 December 2025.
Read through reviews of airlines serving St. Maarten, such as Air Transat,United Airlines, andAmerican 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.
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Transat
7.8
Good
480 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
United Airlines
7.4
Good
9,095 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
American Airlines
7.2
Good
11,050 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
WestJet
7.2
Good
3,195 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Canada
7.1
Good
10,517 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Crew

8.4

Food

6.8

Comfort

7.3

Entertainment

7.1

Boarding

7.9

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.

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$ 188, while round-trip flights cost around C$ 315.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 318, however they can be found for as little as C$ 315.

  • 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. 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 Fort Lauderdale to Simpson Bay
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