Find flights
Deals
Airlines
Travel Guide

C$ 183+ 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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 510

One-way from

C$ 184

Popular in

December

Cheapest in

October

Average price

C$ 517

Good round-trip deal

C$ 596 or less

Good one-way deal

C$ 272 or less
American Airlines
  • American Airlines
  • 3/1-16/1
  • 4 total stops
  • 38h 25m total
  • Toronto to Simpson Bay
Search Deals
United Airlines
  • United Airlines
  • 25/10
  • 2 total stops
  • 16h 31m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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

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 11 September 2025.

Fri 14/116:15 p.m.YYZ - SXM
2 stops18h 45mAmerican Airlines
Mon 17/115:24 p.m.SXM - YYZ
2 stops18h 50mAmerican Airlines
Deal found 11/9C$ 510
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 13/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 10/9C$ 511
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Sun 5/102:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 10/9C$ 516
Sat 25/102:45 p.m.YYZ - SXM
1 stop24h 12mUnited Airlines
Thu 30/101:52 p.m.SXM - YYZ
1 stop9h 28mUnited Airlines
Deal found 11/9C$ 521
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 8/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 10/9C$ 524
Sat 15/1111:51 a.m.YYZ - SXM
1 stop25h 09mAmerican Airlines
Mon 17/115:24 p.m.SXM - YYZ
2 stops18h 50mAmerican Airlines
Deal found 11/9C$ 535
Sun 30/1110:10 a.m.YYZ - SXM
2 stops26h 40mAir Canada
Fri 5/125:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 11/9C$ 538
Sat 8/119:10 p.m.YYZ - SXM
2 stops39h 40mAir Canada
Thu 13/112:52 p.m.SXM - YYZ
2 stops31h 31mAir Canada
Deal found 11/9C$ 539
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Thu 13/111:05 p.m.SXM - YYZ
1 stop8h 47mAir Transat
Deal found 10/9C$ 542
Thu 30/1010:25 a.m.YTZ - SXM
2 stops26h 25mMultiple Airlines
Thu 6/111:05 p.m.SXM - YTZ
1 stop9h 45mMultiple Airlines
Deal found 9/9C$ 543
Sun 14/127:55 a.m.YTZ - SXM
1 stop27h 00mAir Transat
Mon 22/121:05 p.m.SXM - YTZ
1 stop20h 05mAir Transat
Deal found 9/9C$ 575
Sat 25/108:25 a.m.YTZ - SXM
2 stops27h 53mAir Canada
Thu 30/101:52 p.m.SXM - YTZ
2 stops28h 21mAir Canada
Deal found 10/9C$ 676

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 11 September 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

YTZ - SXM

YTZSXM

Toronto Island

Mon 26/1

8:50 a.m.-2:40 p.m.

2 stops28h 50m

Simpson Bay Princess Juliana

Thu 29/1

3:40 p.m.-9:55 a.m.

1 stop19h 15m

C$ 528

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 26/1

10:30 a.m.-2:40 p.m.

1 stop27h 10m

Simpson Bay Princess Juliana

Tue 3/2

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

1 stop27h 15m

C$ 528

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Wed 28/1

10:25 a.m.-2:40 p.m.

2 stops27h 15m

Simpson Bay Princess Juliana

Tue 3/2

3:40 p.m.-6:13 p.m.

2 stops27h 33m

C$ 528

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 22/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 3/2

4:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 22/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 28/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 5/1

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

2 stops17h 10m

Simpson Bay Princess Juliana

Thu 15/1

2:52 p.m.-4:02 p.m.

2 stops26h 10m

C$ 542

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Thu 30/10

10:25 a.m.-12:50 p.m.

2 stops26h 25m

Simpson Bay Princess Juliana

Thu 6/11

1:05 p.m.-9:50 p.m.

1 stop9h 45m

C$ 543

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 24/1

4:20 p.m.-2:40 p.m.

2 stops21h 20m

Simpson Bay Princess Juliana

Thu 29/1

3:40 p.m.-4:55 p.m.

1 stop26h 15m

C$ 547

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 24/1

8:30 a.m.-2:40 p.m.

1 stop29h 10m

Simpson Bay Princess Juliana

Tue 3/2

3:40 p.m.-6:13 p.m.

2 stops27h 33m

C$ 547

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 32 results
1
2
3
4

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 29 August 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$ 294
Air Transat
Air Transat
From C$ 345
Air Canada
Air Canada
From C$ 339
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 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 11 September 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
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Transat
7.7
Good
438 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
United Airlines
7.4
Good
8,937 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
American Airlines
7.2
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
WestJet
7.2
Good
3,091 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Canada
7.1
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Boarding

7.9

Entertainment

7.0

Comfort

7.3

Food

6.7

Crew

8.4

Overall

7.7

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.

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$ 209, while round-trip flights cost around C$ 452.

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

    A round-trip flight to Simpson Bay will typically cost around C$ 495, however they can be found for as little as C$ 326.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find the best flight deals to Simpson Bay

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Simpson Bay?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Simpson Bay today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets to Simpson Bay?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights to Simpson Bay.

Can Cheapflights find flights to Simpson Bay with no change fees?

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.