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Cheap flights from Caribbean to Calgary from C$ 295

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 to Calgary departing on 15/3. 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

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Find the cheapest flights from Caribbean to Calgary

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:01 p.m. - 11:43 a.m.
SJU
-
YYC
24h 42m1 stop
Multiple Airlines Logo
9:45 p.m. - 2:12 p.m.
YYC
-
SJU
14h 27m2 stops
C$ 714Multiple Airlines
Mon, 9 Mar - Fri, 13 Mar
United Airlines Logo
5:50 p.m. - 11:35 a.m.
AUA
-
YYC
20h 45m2 stops
United Airlines Logo
6:15 a.m. - 1:50 p.m.
YYC
-
AUA
28h 35m2 stops
C$ 762United Airlines
Thu, 22 Jan - Mon, 26 Jan
United Airlines Logo
3:00 p.m. - 11:35 a.m.
AUA
-
YYC
23h 35m1 stop
United Airlines Logo
6:15 a.m. - 3:15 p.m.
YYC
-
AUA
30h 00m2 stops
C$ 802United Airlines
Thu, 22 Jan - Mon, 26 Jan
United Airlines Logo
5:50 p.m. - 1:08 p.m.
AUA
-
YYC
46h 18m3 stops
United Airlines Logo
6:15 a.m. - 3:15 p.m.
YYC
-
AUA
30h 00m2 stops
C$ 818United Airlines
Thu, 22 Jan - Mon, 26 Jan
American Airlines Logo
6:00 a.m. - 9:58 p.m.
SJU
-
YYC
18h 58m2 stops
American Airlines Logo
1:41 p.m. - 5:00 a.m.
YYC
-
SJU
12h 19m1 stop
C$ 824American Airlines
Tue, 10 Feb - Mon, 16 Feb
American Airlines Logo
7:07 a.m. - 9:58 p.m.
SJU
-
YYC
17h 51m1 stop
American Airlines Logo
1:41 p.m. - 5:00 a.m.
YYC
-
SJU
12h 19m1 stop
C$ 846American Airlines
Tue, 10 Feb - Mon, 16 Feb
Air Canada Logo
4:05 p.m. - 9:08 a.m.
AUA
-
YYC
43h 03m2 stops
Air Canada Logo
5:05 p.m. - 3:10 p.m.
YYC
-
AUA
44h 05m2 stops
C$ 869Air Canada
Thu, 2 Apr - Fri, 10 Apr
Air Canada Logo
6:40 p.m. - 8:19 p.m.
PLS
-
YYC
27h 39m2 stops
Air Canada Logo
8:45 p.m. - 5:40 p.m.
YYC
-
PLS
42h 55m2 stops
C$ 885Air Canada
Thu, 22 Jan - Sun, 25 Jan
WestJet Logo
4:20 p.m. - 8:50 a.m.
SXM
-
YYC
19h 30m2 stops
WestJet Logo
1:00 a.m. - 3:21 p.m.
YYC
-
SXM
11h 21m1 stop
C$ 926WestJet
Thu, 22 Jan - Sun, 25 Jan
WestJet Logo
6:15 a.m. - 12:44 a.m.
SJU
-
YYC
21h 29m2 stops
WestJet Logo
12:15 a.m. - 2:09 p.m.
YYC
-
SJU
10h 54m1 stop
C$ 1,053WestJet
Fri, 16 Jan - Sat, 17 Jan

American Airlines flights from Caribbean to Calgary

Our best American Airlines deals on Caribbean to Calgary flight tickets
American Airlines
10 Feb
SJU6:00 a.m.San Juan Luis Munoz Marin Intl
18h 58m
2 stops
YYC9:58 p.m.Calgary
16 Feb
YYC12:46 p.m.Calgary
18h 21m
2 stops
SJU10:07 a.m.San Juan Luis Munoz Marin Intl
C$ 824
Find similar
American Airlines
10 Feb
SJU7:07 a.m.San Juan Luis Munoz Marin Intl
17h 51m
1 stop
YYC9:58 p.m.Calgary
16 Feb
YYC1:41 p.m.Calgary
12h 19m
1 stop
SJU5:00 a.m.San Juan Luis Munoz Marin Intl
C$ 846
Find similar
American Airlines
10 Feb
SJU6:00 a.m.San Juan Luis Munoz Marin Intl
18h 58m
2 stops
YYC9:58 p.m.Calgary
16 Feb
YYC12:46 p.m.Calgary
18h 21m
2 stops
SJU10:07 a.m.San Juan Luis Munoz Marin Intl
C$ 886
Find similar

Air Canada flights from Caribbean to Calgary

Our best Air Canada deals on Caribbean to Calgary flight tickets
Air Canada
22 Jan
PLS6:40 p.m.Providenciales
23h 19m
1 stop
YYC3:59 p.m.Calgary
25 Jan
YYC4:45 p.m.Calgary
46h 55m
2 stops
PLS5:40 p.m.Providenciales
C$ 885
Find similar
Air Canada
2 Apr
AUA4:05 p.m.Oranjestad Reina Beatrix
43h 03m
2 stops
YYC9:08 a.m.Calgary
10 Apr
YYC8:45 p.m.Calgary
40h 25m
2 stops
AUA3:10 p.m.Oranjestad Reina Beatrix
C$ 897
Find similar
Air Canada
2 Apr
AUA4:05 p.m.Oranjestad Reina Beatrix
43h 03m
2 stops
YYC9:08 a.m.Calgary
10 Apr
YYC8:45 p.m.Calgary
40h 25m
2 stops
AUA3:10 p.m.Oranjestad Reina Beatrix
C$ 911
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean 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 18 December 2025.
Use the filters below to find and compare flights from Caribbean to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Mon 9/3

1:01 p.m.-11:43 a.m.

1 stop24h 42m

Calgary

Fri 13/3

9:45 p.m.-2:12 p.m.

2 stops14h 27m

C$ 714

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

5:50 p.m.-11:35 a.m.

2 stops20h 45m

Calgary

Mon 26/1

6:15 a.m.-1:50 p.m.

2 stops28h 35m

C$ 762

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

3:00 p.m.-11:35 a.m.

1 stop23h 35m

Calgary

Mon 26/1

6:15 a.m.-3:15 p.m.

2 stops30h 00m

C$ 802

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 22/1

5:50 p.m.-1:08 p.m.

3 stops46h 18m

Calgary

Mon 26/1

6:15 a.m.-3:15 p.m.

2 stops30h 00m

C$ 818

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Tue 10/2

6:00 a.m.-9:58 p.m.

2 stops18h 58m

Calgary

Mon 16/2

1:41 p.m.-5:00 a.m.

1 stop12h 19m

C$ 824

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Tue 10/2

7:07 a.m.-9:58 p.m.

1 stop17h 51m

Calgary

Mon 16/2

1:41 p.m.-5:00 a.m.

1 stop12h 19m

C$ 846

OranjestadCalgary

AUA - YYC

AUAYYC

Oranjestad Reina Beatrix

Thu 2/4

4:05 p.m.-9:08 a.m.

2 stops43h 03m

Calgary

Fri 10/4

5:05 p.m.-3:10 p.m.

2 stops44h 05m

C$ 869

ProvidencialesCalgary

PLS - YYC

PLSYYC

Providenciales

Thu 22/1

6:40 p.m.-8:19 p.m.

2 stops27h 39m

Calgary

Sun 25/1

8:45 p.m.-5:40 p.m.

2 stops42h 55m

C$ 885

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Thu 22/1

4:20 p.m.-8:50 a.m.

2 stops19h 30m

Calgary

Sun 25/1

1:00 a.m.-3:21 p.m.

1 stop11h 21m

C$ 926

San JuanCalgary

SJU - YYC

SJUYYC

San Juan Luis Munoz Marin Intl

Fri 16/1

6:15 a.m.-12:44 a.m.

2 stops21h 29m

Calgary

Sat 17/1

12:15 a.m.-2:09 p.m.

1 stop10h 54m

C$ 1,053

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 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 day to depart on your flight to Calgary?

The cheapest day to depart on your flight to Calgary is on a Saturday when prices can be found for as low as C$ 798. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Caribbean because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 1,025.

What is the cheapest Caribbean to Calgary flight route?

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

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

There are 2 cabin classes available to choose from on Caribbean 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 to Calgary flights?

No. A direct flight is the cheapest option for a flight between Caribbean to Calgary.

Cheap Caribbean to Calgary flight deals and tips

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

Best price found

C$ 306

Fastest flight time

20h 45m

Direct flights

None
The best one-way flight to Calgary from Caribbean in the past 72 hours is C$ 306. The best round-trip flight deal from Caribbean to Calgary found on momondo in the last 72 hours is C$ 688.
The fastest flight from Caribbean to Calgary takes 20h 45m
There are no direct flights from Caribbean to Calgary. Popular non-direct route for this connection is Montego Bay Sangster Intl Airport - Calgary Airport.
Search flight deals

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

    Prices for flights from Caribbean to Calgary Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Caribbean to Calgary Airport.

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

    The travel and health documents required for your trip to Calgary 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 Calgary Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Caribbean to Calgary

Compare and see reviews for airlines that fly from Caribbean to Calgary with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 330Free CancellationRating
7.1
10,534 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 331Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
WestJetPriceFrom C$ 478Free CancellationRating
7.2
3,204 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 to Calgary?

Finding the right flight to Calgary from Caribbean is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Calgary quick and easy, saving you time and money.

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

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

How can momondo help me find flights from Caribbean 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.

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

Of course. momondo tracks the price of Caribbean to Calgary flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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