Find flights
Deals
Airlines
Travel Guide

C$ 170+ 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 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SXM
27 May — 3 Jun1
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
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 27 April 2026.

Mon 22/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 2/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 393
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 18/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 398
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 25/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 25/4C$ 404
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mon 22/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 24/4C$ 405
Thu 9/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mon 13/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 409
Sun 19/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 26/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 25/4C$ 412
Mon 13/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 23/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 24/4C$ 413
Sun 2/89:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 13/83:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 416
Sat 2/57:40 a.m.
YTZ
-
SXM
2 stops28h 53m
Air Canada
Thu 7/51:35 p.m.
SXM
-
YTZ
2 stops25h 27m
Air Canada
Deal found 23/4C$ 578
Sun 3/510:20 a.m.
YTZ
-
SXM
2 stops26h 13m
Air Canada
Thu 7/51:35 p.m.
SXM
-
YTZ
2 stops25h 27m
Air Canada
Deal found 25/4C$ 623
Fri 1/53:35 p.m.
YTZ
-
SXM
2 stops23h 08m
Air Canada
Thu 7/51:35 p.m.
SXM
-
YTZ
2 stops22h 12m
Air Canada
Deal found 25/4C$ 634
Mon 27/77:20 p.m.
YTZ
-
SXM
2 stops19h 23m
United Airlines
Thu 6/83:50 p.m.
SXM
-
YTZ
2 stops18h 16m
United Airlines
Deal found 26/4C$ 853

Find flight deals to Simpson Bay

Find the latest flights to Simpson Bay in 2026, 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 27 April 2026.

Round-trip from

C$ 393

One-way from

C$ 170

Popular in

December

Cheapest in

June

Average price

C$ 622

Good round-trip deal

C$ 464 or less

Good one-way deal

C$ 302 or less
WestJet
  • WestJet
  • 22/6-2/7
  • Nonstop
  • 9h 55m total
  • Toronto to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 21/5
  • Nonstop
  • 4h 50m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 27 April 2026.
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 - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/6

7:43 p.m.-2:43 p.m.

2 stops19h 00m

Simpson Bay Princess Juliana

Thu 18/6

3:50 p.m.-5:56 p.m.

2 stops26h 06m

C$ 592

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 16/5

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Sat 23/5

3:50 p.m.-10:04 a.m.

1 stop18h 14m

C$ 675

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 2/6

5:15 p.m.-12:33 p.m.

2 stops19h 18m

Simpson Bay Princess Juliana

Mon 8/6

3:50 p.m.-3:46 p.m.

2 stops23h 56m

C$ 687

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 7/5

9:45 a.m.-10:50 a.m.

1 stop25h 05m

Simpson Bay Princess Juliana

Mon 11/5

11:35 a.m.-10:00 p.m.

1 stop10h 25m

C$ 705
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 17/5

4:20 p.m.-10:50 a.m.

1 stop18h 30m

Simpson Bay Princess Juliana

Fri 22/5

11:35 a.m.-10:00 p.m.

1 stop10h 25m

C$ 705

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 11/5

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Sat 23/5

3:50 p.m.-11:43 a.m.

2 stops19h 53m

C$ 717

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 14/6

2:30 p.m.-12:33 p.m.

1 stop22h 03m

Simpson Bay Princess Juliana

Thu 18/6

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 744

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 9/6

9:44 a.m.-12:33 p.m.

1 stop26h 49m

Simpson Bay Princess Juliana

Sun 21/6

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 797

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/6

7:43 p.m.-12:33 p.m.

1 stop16h 50m

Simpson Bay Princess Juliana

Sun 21/6

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 797

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 24/10

6:10 a.m.-2:57 p.m.

2 stops32h 47m

Simpson Bay Princess Juliana

Sat 31/10

1:20 p.m.-10:55 a.m.

1 stop21h 35m

C$ 815

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 33 resultsSorted by cheapest first
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?

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.

How long is the flight to Simpson Bay?

On average, a flight from Toronto to Simpson Bay takes 10 hours 40 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$ 375
Air Canada
Air Canada
From C$ 294
Air Transat
Air Transat
From C$ 479
United Airlines
United Airlines
From C$ 229

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.

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 27 April 2026.
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
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Transat
7.8
Good
542 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
United Airlines
7.4
Good
9,671 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
WestJet
7.2
Good
3,327 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
American Airlines
7.1
Good
11,671 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Canada
7.1
Good
10,974 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Crew

8.5

Comfort

7.3

Boarding

7.9

Food

6.8

Entertainment

7.1

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

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$ 155, 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$ 561, 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. Cocos Bechfront Breeze 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.