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C$ 261+ 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 22/6. 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 — YYZ
17 Jun — 24 Jun1
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 12 June 2025.

Cheapest one-way flight

C$ 263

Cheapest round-trip flight

C$ 480

Cheapest airline

Winair

Most popular destination

Montreal Pierre Elliott Trudeau Intl (YUL)

Good round-trip deal

C$ 279 or less

Good one-way deal

C$ 254 or less
The cheapest one-way flight from Simpson Bay Princess Juliana is currently to Toronto Pearson Intl.
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The cheapest round-trip flight from Simpson Bay Princess Juliana is currently to Toronto Pearson Intl.
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On average, Winair currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 403).
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Montreal Pierre Elliott Trudeau Intl (YUL) is currently the most popular flight destination from Simpson Bay Princess Juliana (average round-trip price of C$ 418).
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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 12 June 2025.

Sun 7/92:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Deal found 12/6C$ 496
Wed 13/83:25 p.m.SXM - YYZ
1 stop27h 19mAmerican Airlines
Sun 31/85:59 p.m.YYZ - SXM
2 stops19h 46mAmerican Airlines
Deal found 9/6C$ 565
Fri 19/92:45 p.m.SXM - YUL
2 stops24h 04mAmerican Airlines
Sun 28/91:03 p.m.YUL - SXM
2 stops24h 16mAmerican Airlines
Deal found 11/6C$ 567
Wed 16/73:05 p.m.SXM - YYZ
1 stop8h 50mMultiple Airlines
Thu 17/78:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Deal found 11/6C$ 614
Wed 25/63:25 p.m.SXM - YYZ
1 stop8h 33mDelta
Tue 15/76:15 a.m.YYZ - SXM
1 stop7h 41mDelta
Deal found 11/6C$ 697
Sun 22/62:10 p.m.SXM - YUL
1 stop10h 27mMultiple Airlines
Tue 1/711:23 a.m.YUL - SXM
1 stop27h 20mMultiple Airlines
Deal found 10/6C$ 710
Wed 25/63:55 p.m.SXM - YYZ
1 stop25h 24mUnited Airlines
Wed 16/77:30 a.m.YYZ - SXM
1 stop7h 13mUnited Airlines
Deal found 11/6C$ 715
Wed 25/61:35 p.m.SXM - YOW
1 stop27h 08mUnited Airlines
Sun 29/65:50 p.m.YOW - SXM
1 stop18h 39mUnited Airlines
Deal found 10/6C$ 737
Thu 24/73:10 p.m.SXM - YVR
1 stop22h 40mWestJet
Tue 29/79:15 p.m.YVR - SXM
2 stops37h 00mWestJet
Deal found 10/6C$ 756
Thu 4/93:10 p.m.SXM - YUL
Nonstop4h 49mWestJet
Thu 25/99:45 a.m.YUL - SXM
Nonstop4h 34mWestJet
Deal found 11/6C$ 771
Fri 11/73:05 p.m.SXM - YVR
3 stops36h 05mMultiple Airlines
Tue 15/79:15 p.m.YVR - SXM
2 stops37h 00mMultiple Airlines
Deal found 10/6C$ 811
Thu 7/812:15 p.m.SXM - DTW
1 stop11h 44mJetBlue
Tue 12/86:00 a.m.DTW - SXM
1 stop7h 28mJetBlue
Deal found 12/6C$ 811

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 12 June 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 7/9

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

Nonstop5h 00m

Toronto Pearson Intl

Sun 28/9

8:30 a.m.-1:14 p.m.

Nonstop4h 44m

C$ 496

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 13/8

3:25 p.m.-6:44 p.m.

1 stop27h 19m

Toronto Pearson Intl

Sun 31/8

5:59 p.m.-1:45 p.m.

2 stops19h 46m

C$ 565

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 19/9

2:45 p.m.-2:49 p.m.

2 stops24h 04m

Montreal Pierre Elliott Trudeau Intl

Sun 28/9

1:03 p.m.-1:19 p.m.

2 stops24h 16m

C$ 567

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 16/7

3:05 p.m.-11:55 p.m.

1 stop8h 50m

Toronto Pearson Intl

Thu 17/7

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

Nonstop4h 45m

C$ 614

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 25/6

3:25 p.m.-11:58 p.m.

1 stop8h 33m

Toronto Pearson Intl

Tue 15/7

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

1 stop7h 41m

C$ 697

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 22/6

2:10 p.m.-12:37 a.m.

1 stop10h 27m

Montreal Pierre Elliott Trudeau Intl

Tue 1/7

11:23 a.m.-2:43 p.m.

1 stop27h 20m

C$ 710

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 25/6

3:55 p.m.-5:19 p.m.

1 stop25h 24m

Toronto Pearson Intl

Wed 16/7

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

1 stop7h 13m

C$ 715

Simpson BayOttawa

SXM - YOW

SXMYOW

Simpson Bay Princess Juliana

Wed 25/6

3:55 p.m.-4:43 p.m.

2 stops24h 48m

Ottawa

Sun 29/6

5:50 p.m.-12:29 p.m.

1 stop18h 39m

C$ 737

Simpson BayVancouver

SXM - YVR

SXMYVR

Simpson Bay Princess Juliana

Thu 24/7

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

1 stop22h 40m

Vancouver Intl

Tue 29/7

9:15 p.m.-1:15 p.m.

2 stops37h 00m

C$ 756

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 4/9

3:10 p.m.-7:59 p.m.

Nonstop4h 49m

Montreal Pierre Elliott Trudeau Intl

Thu 25/9

9:45 a.m.-2:19 p.m.

Nonstop4h 34m

C$ 771

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 34 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.

Which airlines fly from Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: WestJet. This airline departs to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 331
Winair
Winair
From C$ 243
American Airlines
American Airlines
From C$ 1,200

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 (266 flights per day), New York (98 flights per day) and Saba Island (40 flights per day).

Toronto
Toronto
From C$ 193
Montreal
Montreal
From C$ 241
Miami
Miami
From C$ 189
New York
New York
From C$ 184

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

The cheapest city to fly to from Simpson Bay is New York, with prices starting at C$ 252. Explore other affordable destinations below.

New York
New York
From C$ 184
Washington, D.C.
Washington, D.C.
From C$ 186
Miami
Miami
From C$ 189
Toronto
Toronto
From C$ 193

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.
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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.
WestJet
7.2
Good
2,868 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Food

6.8

Boarding

8.2

Comfort

7.9

Overall

8.2

Entertainment

6.8

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.

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Popular international destinations from Simpson Bay

The most popular international flight routes departing from Simpson Bay we’ve come across at this time.
Flights from Simpson Bay to Miami

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 12 June 2025.

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

    This month, the top selected destinations from Simpson Bay are New York John F Kennedy Intl Airport, Toronto Pearson Intl Airport, Miami. 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$ 240 to Gustavia (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 530 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$ 333). WestJet flights from Simpson Bay to Toronto (C$ 453). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,641).

  • 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$ 2,121 for this destination.

  • 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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