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Cheap flights from Calgary to Simpson Bay from C$ 343

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Simpson Bay departing on 27/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Calgary to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:30 p.m. - 2:17 p.m.
YYC
-
SXM
17h 47m
1 stop
Multiple Airlines Logo
2:35 p.m. - 11:43 a.m.
SXM
-
YYC
23h 08m
2 stops
C$ 856Multiple Airlines
Thu, 9 Apr - Mon, 13 Apr
Multiple Airlines Logo
11:25 a.m. - 2:17 p.m.
YYC
-
SXM
24h 52m
2 stops
Multiple Airlines Logo
2:35 p.m. - 11:43 a.m.
SXM
-
YYC
23h 08m
2 stops
C$ 916Multiple Airlines
Thu, 9 Apr - Mon, 13 Apr
United Airlines Logo
6:00 a.m. - 12:33 p.m.
YYC
-
SXM
28h 33m
2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.
SXM
-
YYC
34h 13m
2 stops
C$ 926United Airlines
Sun, 12 Apr - Thu, 16 Apr
United Airlines Logo
6:00 a.m. - 12:33 p.m.
YYC
-
SXM
28h 33m
2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.
SXM
-
YYC
34h 13m
2 stops
C$ 938United Airlines
Sun, 12 Apr - Thu, 16 Apr
United Airlines Logo
6:00 a.m. - 12:33 p.m.
YYC
-
SXM
28h 33m
2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.
SXM
-
YYC
34h 13m
2 stops
C$ 941United Airlines
Sun, 12 Apr - Thu, 16 Apr
American Airlines Logo
6:45 a.m. - 11:37 a.m.
YYC
-
SXM
26h 52m
2 stops
American Airlines Logo
2:21 p.m. - 11:43 a.m.
SXM
-
YYC
23h 22m
2 stops
C$ 955American Airlines
Mon, 27 Apr - Mon, 4 May
American Airlines Logo
12:45 p.m. - 3:22 p.m.
YYC
-
SXM
24h 37m
2 stops
American Airlines Logo
4:35 p.m. - 9:44 p.m.
SXM
-
YYC
31h 09m
2 stops
C$ 975American Airlines
Sat, 9 May - Tue, 19 May
United Airlines Logo
1:27 p.m. - 12:33 p.m.
YYC
-
SXM
21h 06m
2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.
SXM
-
YYC
34h 13m
2 stops
C$ 978United Airlines
Tue, 12 May - Tue, 19 May
United Airlines Logo
6:00 a.m. - 12:33 p.m.
YYC
-
SXM
28h 33m
2 stops
United Airlines Logo
1:35 p.m. - 9:48 p.m.
SXM
-
YYC
34h 13m
2 stops
C$ 1,047United Airlines
Sun, 12 Apr - Thu, 16 Apr
WestJet Logo
12:15 a.m. - 2:17 p.m.
YYC
-
SXM
12h 02m
1 stop
WestJet Logo
3:20 p.m. - 12:32 p.m.
SXM
-
YYC
23h 12m
1 stop
C$ 1,067WestJet
Sat, 11 Apr - Thu, 16 Apr

Air Canada flights from Calgary to Simpson Bay

Our best Air Canada deals on Calgary to Simpson Bay flight tickets
Air Canada
9 Apr
YYC3:25 p.m.Calgary
21h 30m
1 stop
SXM2:55 p.m.Simpson Bay Princess Juliana
13 Apr
SXM4:00 p.m.Simpson Bay Princess Juliana
21h 59m
1 stop
YYC11:59 a.m.Calgary
C$ 1,377
Air Canada
11 May
YYC6:45 a.m.Calgary
27h 48m
1 stop
SXM12:33 p.m.Simpson Bay Princess Juliana
19 May
SXM1:35 p.m.Simpson Bay Princess Juliana
29h 55m
1 stop
YYC5:30 p.m.Calgary
C$ 1,778
Air Canada
13 May
YYC7:45 p.m.Calgary
16h 15m
1 stop
SXM2:00 p.m.Simpson Bay Princess Juliana
19 May
SXM1:35 p.m.Simpson Bay Princess Juliana
29h 55m
1 stop
YYC5:30 p.m.Calgary
C$ 1,807

American Airlines flights from Calgary to Simpson Bay

Our best American Airlines deals on Calgary to Simpson Bay flight tickets
American Airlines
23 Apr
YYC6:45 a.m.Calgary
26h 52m
2 stops
SXM11:37 a.m.Simpson Bay Princess Juliana
30 Apr
SXM4:35 p.m.Simpson Bay Princess Juliana
21h 08m
2 stops
YYC11:43 a.m.Calgary
C$ 844
American Airlines
27 Apr
YYC6:45 a.m.Calgary
26h 52m
2 stops
SXM11:37 a.m.Simpson Bay Princess Juliana
4 May
SXM2:21 p.m.Simpson Bay Princess Juliana
23h 22m
2 stops
YYC11:43 a.m.Calgary
C$ 955
American Airlines
9 May
YYC12:45 p.m.Calgary
24h 37m
2 stops
SXM3:22 p.m.Simpson Bay Princess Juliana
19 May
SXM4:35 p.m.Simpson Bay Princess Juliana
31h 09m
2 stops
YYC9:44 p.m.Calgary
C$ 975

momondo Fare Finder

 
Customize your flight search to find flights from Calgary to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 16 March 2026.
Use the filters below to find and compare flights from Calgary to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 9/4

6:30 p.m.-2:17 p.m.

1 stop17h 47m

Simpson Bay Princess Juliana

Mon 13/4

2:35 p.m.-11:43 a.m.

2 stops23h 08m

C$ 856

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 9/4

11:25 a.m.-2:17 p.m.

2 stops24h 52m

Simpson Bay Princess Juliana

Mon 13/4

2:35 p.m.-11:43 a.m.

2 stops23h 08m

C$ 916

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 12/4

6:00 a.m.-12:33 p.m.

2 stops28h 33m

Simpson Bay Princess Juliana

Thu 16/4

1:35 p.m.-9:48 p.m.

2 stops34h 13m

C$ 926

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 12/4

6:00 a.m.-12:33 p.m.

2 stops28h 33m

Simpson Bay Princess Juliana

Thu 16/4

1:35 p.m.-9:48 p.m.

2 stops34h 13m

C$ 938

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 12/4

6:00 a.m.-12:33 p.m.

2 stops28h 33m

Simpson Bay Princess Juliana

Thu 16/4

1:35 p.m.-9:48 p.m.

2 stops34h 13m

C$ 941

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 27/4

6:45 a.m.-11:37 a.m.

2 stops26h 52m

Simpson Bay Princess Juliana

Mon 4/5

2:21 p.m.-11:43 a.m.

2 stops23h 22m

C$ 955

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 9/5

12:45 p.m.-3:22 p.m.

2 stops24h 37m

Simpson Bay Princess Juliana

Tue 19/5

4:35 p.m.-9:44 p.m.

2 stops31h 09m

C$ 975

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Tue 12/5

1:27 p.m.-12:33 p.m.

2 stops21h 06m

Simpson Bay Princess Juliana

Tue 19/5

1:35 p.m.-9:48 p.m.

2 stops34h 13m

C$ 978

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 12/4

6:00 a.m.-12:33 p.m.

2 stops28h 33m

Simpson Bay Princess Juliana

Thu 16/4

1:35 p.m.-9:48 p.m.

2 stops34h 13m

C$ 1,047
Quickest round-trip

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 11/4

12:15 a.m.-2:17 p.m.

1 stop12h 02m

Simpson Bay Princess Juliana

Thu 16/4

3:20 p.m.-12:32 p.m.

1 stop23h 12m

C$ 1,067

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Calgary to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Calgary to Simpson Bay Princess Juliana?

American Airlines is the most popular carrier operating from Calgary to Simpson Bay Princess Juliana

When to book flights from Calgary to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Calgary to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Calgary to Simpson Bay (YYC to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Simpson Bay

Fastest flight time

17h 47m

Direct flights

None
The fastest flight from Calgary to Simpson Bay takes 17h 47m
There are no direct flights from Calgary to Simpson Bay. There are no popular flight routes from Calgary to Simpson Bay.
Search flight deals

  • How far is Calgary to Simpson Bay Princess Juliana by plane?

    A flight from Calgary to Simpson Bay Princess Juliana will travel around 5764.2 km. By plane, this route typically takes 17h 47m.

  • When did momondo last update prices for flights from Calgary Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Calgary Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Calgary Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Calgary Airport to Simpson Bay Princess Juliana Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Calgary Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Calgary to Simpson Bay?

Best airlines flying from Calgary to Simpson Bay

Compare and see reviews for airlines that fly from Calgary to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 516Free CancellationRating
7.2
3,295 reviews
Search WestJet flights

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Simpson Bay?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Simpson Bay from Calgary.

Can I find flights from Calgary to Simpson Bay with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Calgary to Simpson Bay flights to just show those with flexible booking policies.

How can momondo help me find flights from Calgary to Simpson Bay?

momondo provides multiple filters to help you find the best flight to Simpson Bay from Calgary. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Calgary to Simpson Bay right now. Can momondo alert me if prices change?

Price alerts on flights to Simpson Bay from Calgary are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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WestJet