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C$ 301+ Cheap flights from 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 17/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SXM — YUL
8 Jul — 15 Jul1
1 adult

What to know about flights from Simpson Bay

Discover essential information about flights departing from Simpson Bay, including flight schedules, destinations, airlines operating at the Simpson Bay airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 3 July 2025.

Cheapest airline

Winair

Good round-trip deal

C$ 415 or less

Good one-way deal

C$ 274 or less
On average, Winair currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 398).
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Simpson Bay Princess Juliana.
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Find flights from Simpson Bay

Cheapest flights from Simpson Bay
Explore the most affordable flight options available from Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on 3 July 2025.

Thu 10/72:10 p.m.SXM - YYZ
Nonstop5h 03mWestJet
Thu 17/78:30 a.m.YYZ - SXM
Nonstop4h 45mWestJet
Deal found 3/7C$ 482
Thu 17/72:10 p.m.SXM - YYZ
Nonstop5h 03mMultiple Airlines
Mon 21/78:00 p.m.YYZ - SXM
1 stop16h 29mMultiple Airlines
Deal found 1/7C$ 572
Sat 16/83:55 p.m.SXM - YYZ
2 stops19h 54mUnited Airlines
Sat 23/87:30 a.m.YYZ - SXM
1 stop7h 13mUnited Airlines
Deal found 2/7C$ 589
Mon 25/84:30 p.m.SXM - YUL
2 stops22h 56mAmerican Airlines
Sun 31/82:35 p.m.YUL - SXM
1 stop22h 45mAmerican Airlines
Deal found 2/7C$ 596
Fri 15/83:25 p.m.SXM - YYZ
1 stop19h 48mAmerican Airlines
Thu 21/87:25 p.m.YYZ - SXM
2 stops19h 44mAmerican Airlines
Deal found 2/7C$ 632
Sat 15/111:05 p.m.SXM - YUL
Nonstop5h 00mMultiple Airlines
Sun 23/117:00 a.m.YUL - SXM
1 stop7h 17mMultiple Airlines
Deal found 2/7C$ 654
Fri 14/114:00 p.m.SXM - YUL
1 stop8h 53mDelta
Sun 23/114:55 p.m.YUL - SXM
2 stops20h 40mDelta
Deal found 2/7C$ 700
Wed 13/83:21 p.m.SXM - YYZ
1 stop8h 38mDelta
Wed 20/86:15 a.m.YYZ - SXM
1 stop7h 41mDelta
Deal found 1/7C$ 700
Fri 14/114:10 p.m.SXM - YUL
1 stop9h 30mWestJet
Sun 23/117:00 a.m.YUL - SXM
1 stop7h 17mWestJet
Deal found 2/7C$ 732
Sat 15/111:05 p.m.SXM - YUL
Nonstop5h 00mAir Transat
Sat 22/116:20 a.m.YUL - SXM
Nonstop4h 35mAir Transat
Deal found 2/7C$ 741
Wed 30/73:05 p.m.SXM - YOW
1 stop26h 10mMultiple Airlines
Wed 6/85:05 p.m.YOW - SXM
1 stop20h 10mMultiple Airlines
Deal found 2/7C$ 760
Fri 22/83:05 p.m.SXM - YVR
2 stops23h 10mMultiple Airlines
Sun 31/86:00 a.m.YVR - SXM
3 stops29h 00mMultiple Airlines
Deal found 2/7C$ 852

Find flights from Simpson Bay within your budget

Find flights departing from Simpson Bay that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 3 July 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pierre Elliott Trudeau Intl

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 17/7

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

Nonstop5h 03m

Toronto Pearson Intl

Thu 21/8

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

Nonstop4h 45m

C$ 534

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 17/7

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

Nonstop5h 03m

Toronto Pearson Intl

Mon 21/7

8:00 p.m.-12:29 p.m.

1 stop16h 29m

C$ 572

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 16/8

3:55 p.m.-11:49 a.m.

2 stops19h 54m

Toronto Pearson Intl

Sat 23/8

7:30 a.m.-2:43 p.m.

1 stop7h 13m

C$ 589

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 25/8

4:30 p.m.-3:26 p.m.

2 stops22h 56m

Montreal Pierre Elliott Trudeau Intl

Sun 31/8

2:35 p.m.-1:20 p.m.

1 stop22h 45m

C$ 596

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 15/8

3:25 p.m.-11:13 a.m.

1 stop19h 48m

Toronto Pearson Intl

Thu 21/8

7:25 p.m.-3:09 p.m.

2 stops19h 44m

C$ 632

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 15/11

1:05 p.m.-5:05 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Sun 23/11

7:00 a.m.-3:17 p.m.

1 stop7h 17m

C$ 654

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 14/11

4:00 p.m.-11:53 p.m.

1 stop8h 53m

Montreal Pierre Elliott Trudeau Intl

Sun 23/11

4:55 p.m.-2:35 p.m.

2 stops20h 40m

C$ 700

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 13/8

3:21 p.m.-11:59 p.m.

1 stop8h 38m

Toronto Pearson Intl

Wed 20/8

6:15 a.m.-1:56 p.m.

1 stop7h 41m

C$ 700

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 14/11

4:10 p.m.-12:40 a.m.

1 stop9h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 23/11

7:00 a.m.-3:17 p.m.

1 stop7h 17m

C$ 732

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 15/11

1:05 p.m.-5:05 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

6:20 a.m.-11:55 a.m.

Nonstop4h 35m

C$ 741

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 39 results
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Best time to book a flight from Simpson Bay

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Simpson Bay

Get recent, data-driven insights about flights from Simpson Bay including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Simpson Bay to Pierre Elliott Trudeau Intl. Price data was last updated on 27 June 2025.

The price you pay for your flight from Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Simpson Bay?

Currently, October is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 252). Flying from Simpson Bay in June will prove the most costly (average of C$ 748). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Simpson Bay?

From Simpson Bay you can expect to find greater availability for the following destinations: Gustavia (267 flights per day), New York (96 flights per day) and Saba Island (35 flights per day).

Montreal
Montreal
From C$ 203
Miami
Miami
From C$ 207
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 325
Toronto
Toronto
From C$ 344

What is the cheapest place to fly to from Simpson Bay?

The cheapest city to fly to from Simpson Bay is Montreal, with prices starting at C$ 277. Explore other affordable destinations below.

Montreal
Montreal
From C$ 203
Miami
Miami
From C$ 207
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 263
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 325

Airline reviews for flights from Simpson Bay

Get insights into the airlines that provide service from 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 airline for your flight from Simpson Bay. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Read through reviews of airlines serving Simpson Bay, such as Delta,Air Transat, andUnited 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.
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!
Air Transat
7.8
Good
407 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Maxine,Apr 2024

BWI - ATL

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

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Related info for your journey

Access useful and relevant information related to your journey from Simpson Bay. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 3 July 2025.

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Miami, Orlando Airport, Panama City. Throughout the year, Miami, Gustavia, New York are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as C$ 239 to Gustavia (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 452 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    According to our data, users have found Winair, WestJet, and American Airlines to have the cheapest round-trip prices from Simpson Bay. Some of the destinations and prices are as follows: Winair flights from Simpson Bay to Road Town Beef Island (C$ 332). WestJet flights from Simpson Bay to Toronto (C$ 430). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,636).

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking to fly first-class from Simpson Bay to anywhere, put Toronto on your list as prices start at C$ 2,114 for this destination.

  • What is the cheapest month to fly from Simpson Bay?

    At the present moment the cheapest month to fly from Simpson Bay is currently October; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from 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 from Simpson Bay today with Cheapflights!

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

    Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Simpson Bay with no change fees?

    Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

  • Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

    Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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How does Cheapflights help users find flights from 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 from Simpson Bay today with Cheapflights!

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

Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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