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Cheap flights from Caribbean Islands to Calgary from C$ 415

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean Islands to Calgary departing on 14/7. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Caribbean Islands to Calgary

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
3:50 p.m. - 9:48 p.m.
SXM
-
YYC
31h 58m
2 stops
United Airlines Logo
7:15 p.m. - 2:43 p.m.
YYC
-
SXM
41h 28m
2 stops
C$ 875United Airlines
Sat, 20 Jun - Fri, 10 Jul
Air Canada Logo
2:55 p.m. - 12:54 p.m.
SJU
-
YYC
23h 59m
1 stop
Air Canada Logo
2:58 p.m. - 12:54 p.m.
YYC
-
SJU
19h 56m
1 stop
C$ 941Air Canada
Sat, 29 Aug - Tue, 1 Sep
Air Canada Logo
2:55 p.m. - 12:54 p.m.
SJU
-
YYC
23h 59m
1 stop
Air Canada Logo
1:00 a.m. - 11:50 p.m.
YYC
-
SJU
20h 50m
2 stops
C$ 946Air Canada
Sat, 29 Aug - Mon, 31 Aug
Air Canada Logo
3:56 p.m. - 11:31 a.m.
SJU
-
YYC
21h 35m
1 stop
Air Canada Logo
11:55 p.m. - 11:50 p.m.
YYC
-
SJU
21h 55m
2 stops
C$ 953Air Canada
Tue, 22 Sep - Wed, 23 Sep
Air Canada Logo
2:20 a.m. - 3:15 p.m.
POS
-
YYC
15h 55m
2 stops
Air Canada Logo
9:25 p.m. - 1:20 a.m.
YYC
-
POS
24h 55m
2 stops
C$ 971Air Canada
Sun, 1 Nov - Sat, 14 Nov
Air Canada Logo
2:20 a.m. - 3:15 p.m.
POS
-
YYC
15h 55m
2 stops
Air Canada Logo
9:25 p.m. - 1:20 a.m.
YYC
-
POS
24h 55m
2 stops
C$ 973Air Canada
Sun, 1 Nov - Sat, 14 Nov
United Airlines Logo
12:30 a.m. - 11:15 p.m.
POS
-
YYC
24h 45m
1 stop
United Airlines Logo
6:00 a.m. - 11:23 p.m.
YYC
-
POS
39h 23m
2 stops
C$ 999United Airlines
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 11:15 p.m.
POS
-
YYC
24h 45m
1 stop
United Airlines Logo
6:00 a.m. - 11:23 p.m.
YYC
-
POS
39h 23m
2 stops
C$ 1,004United Airlines
Tue, 23 Jun - Sun, 28 Jun
United Airlines Logo
12:30 a.m. - 6:10 p.m.
POS
-
YYC
43h 40m
2 stops
United Airlines Logo
6:00 a.m. - 12:50 a.m.
YYC
-
POS
40h 50m
2 stops
C$ 1,005United Airlines
Tue, 23 Jun - Sun, 28 Jun
Multiple Airlines Logo
4:00 p.m. - 9:20 a.m.
SJU
-
YYC
19h 20m
2 stops
Multiple Airlines Logo
10:15 a.m. - 12:41 a.m.
YYC
-
SJU
12h 26m
1 stop
C$ 1,130Multiple Airlines
Sun, 19 Jul - Sat, 25 Jul

Air Canada flights from Caribbean Islands to Calgary

Our best Air Canada deals on Caribbean Islands to Calgary flight tickets
Air Canada
29 Aug
SJU2:55 p.m.San Juan Luis Munoz Marin Intl
23h 59m
1 stop
YYC12:54 p.m.Calgary
1 Sep
YYC2:58 p.m.Calgary
19h 56m
1 stop
SJU12:54 p.m.San Juan Luis Munoz Marin Intl
C$ 941
Air Canada
29 Aug
SJU2:55 p.m.San Juan Luis Munoz Marin Intl
23h 59m
1 stop
YYC12:54 p.m.Calgary
31 Aug
YYC1:00 a.m.Calgary
20h 50m
2 stops
SJU11:50 p.m.San Juan Luis Munoz Marin Intl
C$ 946
Air Canada
22 Sep
SJU3:56 p.m.San Juan Luis Munoz Marin Intl
21h 35m
1 stop
YYC11:31 a.m.Calgary
23 Sep
YYC11:55 p.m.Calgary
21h 55m
2 stops
SJU11:50 p.m.San Juan Luis Munoz Marin Intl
C$ 953

United Airlines flights from Caribbean Islands to Calgary

Our best United Airlines deals on Caribbean Islands to Calgary flight tickets
United Airlines
20 Jun
SXM3:50 p.m.Simpson Bay Princess Juliana
31h 58m
2 stops
YYC9:48 p.m.Calgary
10 Jul
YYC7:15 p.m.Calgary
41h 28m
2 stops
SXM2:43 p.m.Simpson Bay Princess Juliana
C$ 875
United Airlines
23 Jun
POS12:30 a.m.Port of Spain Piarco Intl
24h 45m
1 stop
YYC11:15 p.m.Calgary
28 Jun
YYC6:00 a.m.Calgary
39h 23m
2 stops
POS11:23 p.m.Port of Spain Piarco Intl
C$ 999
United Airlines
23 Jun
POS12:30 a.m.Port of Spain Piarco Intl
24h 45m
1 stop
YYC11:15 p.m.Calgary
28 Jun
YYC6:00 a.m.Calgary
39h 23m
2 stops
POS11:23 p.m.Port of Spain Piarco Intl
C$ 1,004

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Calgary 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 8 June 2026.
Use the filters below to find and compare flights from Caribbean Islands to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Sat 20/6

3:50 p.m.-9:48 p.m.

2 stops31h 58m

Calgary

Fri 10/7

7:15 p.m.-2:43 p.m.

2 stops41h 28m

C$ 875

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Sat 29/8

2:55 p.m.-12:54 p.m.

1 stop23h 59m

Calgary

Tue 1/9

2:58 p.m.-12:54 p.m.

1 stop19h 56m

C$ 941

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Sat 29/8

2:55 p.m.-12:54 p.m.

1 stop23h 59m

Calgary

Mon 31/8

1:00 a.m.-11:50 p.m.

2 stops20h 50m

C$ 946

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Tue 22/9

3:56 p.m.-11:31 a.m.

1 stop21h 35m

Calgary

Wed 23/9

11:55 p.m.-11:50 p.m.

2 stops21h 55m

C$ 953

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Sun 1/11

2:20 a.m.-3:15 p.m.

2 stops15h 55m

Calgary

Sat 14/11

9:25 p.m.-1:20 a.m.

2 stops24h 55m

C$ 971

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Sun 1/11

2:20 a.m.-3:15 p.m.

2 stops15h 55m

Calgary

Sat 14/11

9:25 p.m.-1:20 a.m.

2 stops24h 55m

C$ 973

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Tue 23/6

12:30 a.m.-11:15 p.m.

1 stop24h 45m

Calgary

Sun 28/6

6:00 a.m.-11:23 p.m.

2 stops39h 23m

C$ 999

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Tue 23/6

12:30 a.m.-11:15 p.m.

1 stop24h 45m

Calgary

Sun 28/6

6:00 a.m.-11:23 p.m.

2 stops39h 23m

C$ 1,004

Port of SpainCalgary

POS - YYC

POSYYC

Port of Spain Piarco Intl

Tue 23/6

12:30 a.m.-6:10 p.m.

2 stops43h 40m

Calgary

Sun 28/6

6:00 a.m.-12:50 a.m.

2 stops40h 50m

C$ 1,005
Quickest round-trip

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Sun 19/7

4:00 p.m.-9:20 a.m.

2 stops19h 20m

Calgary

Sat 25/7

10:15 a.m.-12:41 a.m.

1 stop12h 26m

C$ 1,130

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Calgary from

How to get the cheapest flight ticket from Caribbean Islands to Calgary

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 month to fly to Calgary?

The cheapest month to fly to Calgary from Caribbean Islands is in August. Flight prices, which tend to average around C$ 335, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of August, then book flights to Calgary from Caribbean Islands during July instead. Flights to Calgary in July, while not as cheap as those in August, still average around C$ 335.

What is the cheapest Caribbean Islands to Calgary flight route?

Fly from Punta Cana to Calgary for the best Caribbean Islands - Calgary flight prices

What cabin class options are available on Caribbean Islands to Calgary flights?

There is only 1 cabin class available to choose from on Caribbean Islands to Calgary flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Caribbean Islands to Calgary flights?

You could potentially save up to 27% on your flight if you consider stops on a Caribbean Islands to Calgary flight.

Cheap Caribbean Islands to Calgary flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean Islands to Calgary

Fastest flight time

10h 47m

Direct flights

None
The fastest flight from Caribbean Islands to Calgary takes 10h 47m
There are no direct flights from Caribbean Islands to Calgary. There are no popular flight routes from Caribbean Islands to Calgary.
Search flight deals

Frequently asked questions about flying from Caribbean Islands to Calgary

  • When did momondo last update prices for flights from Caribbean Islands to Calgary Airport?

    Prices for flights from Caribbean Islands to Calgary Airport were last updated today.

  • How many operators does momondo search for flights from Caribbean Islands to Calgary Airport?

  • How old do you have to be to fly from Caribbean Islands to Calgary 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 Caribbean Islands to Calgary Airport.

  • What documentation or ID do you need to fly to Calgary Airport?

    The necessary travel and health documents for your Calgary Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Caribbean Islands to Calgary?

Best airlines flying from Caribbean Islands to Calgary

Compare and see reviews for airlines that fly from Caribbean Islands to Calgary with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 483Free CancellationRating
7.2
3,354 reviews
Search WestJet flights

Travelling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Banff
Canmore
Lake Louise
Radium Hot Springs
Kananaskis
Drumheller
Airdrie

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean Islands to Calgary?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Caribbean Islands to Calgary. momondo saves you time and could save you money on your trip.

Can I find flights from Caribbean Islands to Calgary with flexible booking policies on momondo?

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

How can momondo help me find flights from Caribbean Islands to Calgary?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Calgary from Caribbean Islands.

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

If you are not ready to book a flight from Caribbean Islands to Calgary now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Calgary and let you know when they change.

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