Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Calgary to Simpson Bay from C$ 359

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 13/3. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Calgary to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
8:15 p.m. - 3:17 p.m.
YYC
-
SXM
16h 02m
2 stops
WestJet Logo
3:20 p.m. - 1:55 p.m.
SXM
-
YYC
24h 35m
2 stops
C$ 625WestJet
Mon, 23 Feb - Tue, 10 Mar
WestJet Logo
6:30 a.m. - 3:17 p.m.
YYC
-
SXM
29h 47m
1 stop
WestJet Logo
3:20 p.m. - 9:02 a.m.
SXM
-
YYC
19h 42m
1 stop
C$ 634WestJet
Mon, 23 Feb - Tue, 10 Mar
Multiple Airlines Logo
1:05 a.m. - 2:17 p.m.
YYC
-
SXM
11h 12m
1 stop
Multiple Airlines Logo
2:14 p.m. - 6:25 p.m.
SXM
-
YYC
30h 11m
2 stops
C$ 712Multiple Airlines
Sat, 28 Mar - Tue, 7 Apr
WestJet Logo
12:15 a.m. - 2:17 p.m.
YYC
-
SXM
12h 02m
1 stop
WestJet Logo
3:20 p.m. - 8:41 a.m.
SXM
-
YYC
19h 21m
2 stops
C$ 716WestJet
Sun, 29 Mar - Thu, 2 Apr
WestJet Logo
6:30 p.m. - 2:17 p.m.
YYC
-
SXM
17h 47m
1 stop
WestJet Logo
3:20 p.m. - 12:43 a.m.
SXM
-
YYC
11h 23m
1 stop
C$ 723WestJet
Sun, 29 Mar - Tue, 7 Apr
WestJet Logo
8:15 p.m. - 2:17 p.m.
YYC
-
SXM
16h 02m
2 stops
WestJet Logo
3:20 p.m. - 12:48 p.m.
SXM
-
YYC
23h 28m
2 stops
C$ 753WestJet
Sun, 29 Mar - Tue, 7 Apr
WestJet Logo
6:30 p.m. - 2:17 p.m.
YYC
-
SXM
17h 47m
1 stop
WestJet Logo
3:20 p.m. - 12:32 p.m.
SXM
-
YYC
23h 12m
1 stop
C$ 755WestJet
Mon, 30 Mar - Thu, 2 Apr
WestJet Logo
1:40 p.m. - 2:17 p.m.
YYC
-
SXM
22h 37m
1 stop
WestJet Logo
3:20 p.m. - 10:17 a.m.
SXM
-
YYC
20h 57m
1 stop
C$ 764WestJet
Mon, 30 Mar - Sun, 5 Apr
WestJet Logo
5:00 p.m. - 2:17 p.m.
YYC
-
SXM
19h 17m
2 stops
WestJet Logo
3:20 p.m. - 6:28 p.m.
SXM
-
YYC
29h 08m
1 stop
C$ 774WestJet
Mon, 30 Mar - Thu, 2 Apr
Multiple Airlines Logo
11:30 p.m. - 2:17 p.m.
YYC
-
SXM
36h 47m
2 stops
Multiple Airlines Logo
2:14 p.m. - 11:42 a.m.
SXM
-
YYC
23h 28m
2 stops
C$ 811Multiple Airlines
Fri, 27 Mar - Fri, 3 Apr

WestJet flights from Calgary to Simpson Bay

Our best WestJet deals on Calgary to Simpson Bay flight tickets
WestJet
23 Feb
YYC8:15 p.m.Calgary
16h 02m
2 stops
SXM3:17 p.m.Simpson Bay Princess Juliana
10 Mar
SXM3:20 p.m.Simpson Bay Princess Juliana
24h 35m
2 stops
YYC1:55 p.m.Calgary
C$ 625
WestJet
23 Feb
YYC6:30 a.m.Calgary
29h 47m
1 stop
SXM3:17 p.m.Simpson Bay Princess Juliana
10 Mar
SXM3:20 p.m.Simpson Bay Princess Juliana
19h 42m
1 stop
YYC9:02 a.m.Calgary
C$ 634
WestJet
29 Mar
YYC12:15 a.m.Calgary
12h 02m
1 stop
SXM2:17 p.m.Simpson Bay Princess Juliana
2 Apr
SXM3:20 p.m.Simpson Bay Princess Juliana
19h 21m
2 stops
YYC8:41 a.m.Calgary
C$ 716

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 28 January 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

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/2

8:15 p.m.-3:17 p.m.

2 stops16h 02m

Simpson Bay Princess Juliana

Tue 10/3

3:20 p.m.-1:55 p.m.

2 stops24h 35m

C$ 625

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/2

6:30 a.m.-3:17 p.m.

1 stop29h 47m

Simpson Bay Princess Juliana

Tue 10/3

3:20 p.m.-9:02 a.m.

1 stop19h 42m

C$ 634

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 28/3

1:05 a.m.-2:17 p.m.

1 stop11h 12m

Simpson Bay Princess Juliana

Tue 7/4

2:14 p.m.-6:25 p.m.

2 stops30h 11m

C$ 712

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 29/3

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

1 stop12h 02m

Simpson Bay Princess Juliana

Thu 2/4

3:20 p.m.-8:41 a.m.

2 stops19h 21m

C$ 716

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 29/3

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

1 stop17h 47m

Simpson Bay Princess Juliana

Tue 7/4

3:20 p.m.-12:43 a.m.

1 stop11h 23m

C$ 723

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 29/3

8:15 p.m.-2:17 p.m.

2 stops16h 02m

Simpson Bay Princess Juliana

Tue 7/4

3:20 p.m.-12:48 p.m.

2 stops23h 28m

C$ 753

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 30/3

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

1 stop17h 47m

Simpson Bay Princess Juliana

Thu 2/4

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

1 stop23h 12m

C$ 755

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 30/3

1:40 p.m.-2:17 p.m.

1 stop22h 37m

Simpson Bay Princess Juliana

Sun 5/4

3:20 p.m.-10:17 a.m.

1 stop20h 57m

C$ 764

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 30/3

5:00 p.m.-2:17 p.m.

2 stops19h 17m

Simpson Bay Princess Juliana

Thu 2/4

3:20 p.m.-6:28 p.m.

1 stop29h 08m

C$ 774

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 27/3

11:30 p.m.-2:17 p.m.

2 stops36h 47m

Simpson Bay Princess Juliana

Fri 3/4

2:14 p.m.-11:42 a.m.

2 stops23h 28m

C$ 811

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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?

WestJet and Air Canada are the most popular carriers 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

18h 40m

Direct flights

None
The fastest flight from Calgary to Simpson Bay takes 18h 40m
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 18h 40m.

  • 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$ 480Free CancellationRating
7.2
3,251 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.

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 27/2
Fri 6/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Fly your favourite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
WestJet