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Cheap flights from Calgary to Puerto Rico from C$ 249

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
25 Jan — 1 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Puerto Rico

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Puerto Rico
Explore the most affordable flight options available from Calgary to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 December 2025.

Tue 30/126:30 p.m.YYC - SJU
2 stops23h 39mWestJet
Tue 6/13:55 p.m.SJU - YYC
2 stops29h 37mWestJet
Deal found 25/12C$ 1,295
Thu 25/125:15 p.m.YYC - SJU
2 stops42h 18mWestJet
Tue 30/127:30 a.m.SJU - YYC
1 stop31h 14mWestJet
Deal found 25/12C$ 1,359
Thu 25/1211:40 p.m.YYC - SJU
3 stops19h 25mMultiple Airlines
Mon 29/124:10 a.m.SJU - YYC
2 stops18h 48mMultiple Airlines
Deal found 25/12C$ 1,939
Thu 25/121:30 p.m.YYC - SJU
1 stop13h 41mAir Canada
Mon 29/122:05 a.m.SJU - YYC
1 stop20h 15mAir Canada
Deal found 25/12C$ 2,096

Find flight deals from Calgary to Puerto Rico

Keep the following information in mind while searching for Calgary to Puerto Rico flight deals. Data was last updated 26 December 2025.

Round-trip from

C$ 502

One-way from

C$ 249

Popular in

December

Cheapest in

May

Average price

C$ 1,195
22/1-29/1
  • 22/1-29/1
  • 3 total stops
  • 54h 47m total
  • Calgary to Puerto Rico
Search Deals
7/2
  • 7/2
  • 3 total stops
  • 40h 28m total
  • Calgary to Puerto Rico
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 165 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Puerto Rico 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, Cheapflights users made 629,999 searches. Data last updated 26 December 2025.
Use the filters below to find and compare flights from Calgary to Puerto Rico that are best for you.

Fly from

Calgary

Fly to

Puerto Rico

Route

Depart

Return

Price

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Thu 22/1

7:30 a.m.-10:24 a.m.

2 stops23h 54m

San Juan Luis Munoz Marin Intl

Thu 29/1

1:22 p.m.-5:15 p.m.

1 stop30h 53m

C$ 502

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Thu 26/2

8:55 a.m.-5:32 p.m.

1 stop29h 37m

San Juan Luis Munoz Marin Intl

Sun 8/3

5:30 a.m.-7:28 p.m.

2 stops15h 58m

C$ 596

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Thu 22/1

1:40 p.m.-12:30 p.m.

2 stops19h 50m

San Juan Luis Munoz Marin Intl

Thu 29/1

5:51 p.m.-12:48 p.m.

2 stops21h 57m

C$ 617

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 7/2

12:30 a.m.-6:58 p.m.

2 stops15h 28m

San Juan Luis Munoz Marin Intl

Sun 15/2

4:06 p.m.-4:40 p.m.

3 stops27h 34m

C$ 708

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 27/1

6:15 a.m.-12:36 a.m.

2 stops15h 21m

San Juan Luis Munoz Marin Intl

Tue 3/2

8:10 a.m.-9:53 p.m.

2 stops16h 43m

C$ 718

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 27/1

6:30 a.m.-10:26 p.m.

1 stop12h 56m

San Juan Luis Munoz Marin Intl

Tue 3/2

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

1 stop17h 51m

C$ 719

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 26/1

6:45 a.m.-2:40 p.m.

1 stop28h 55m

San Juan Luis Munoz Marin Intl

Wed 28/1

2:05 a.m.-7:12 p.m.

1 stop20h 07m

C$ 748

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 7/2

11:30 p.m.-6:58 p.m.

3 stops40h 28m

C$ 249

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 7/2

1:30 p.m.-6:11 a.m.

1 stop13h 41m

C$ 353

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/12

Best time to book a flight from Calgary to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Calgary 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.

Cheapflights Insights

Everything you need to know about your flight from Calgary to Puerto Rico

What is the cheapest month to book a flight from Calgary to Puerto Rico?

Currently, January is the cheapest month in which you can book a flight from Calgary to Puerto Rico (average of C$ 581). Flying from Calgary to Puerto Rico in December is currently the most expensive (average of C$ 849). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YYC to PR?

Find hourly flight availability from Calgary to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 December 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 36% on flights from Calgary to Puerto Rico by exploring options for tickets at noon.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated 26 December 2025.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada from Calgary to Puerto Rico by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,115 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,115 reviews
United Airlines
7.4
Good
9,115 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
WestJet
7.2
Good
3,219 reviews
United Airlines
7.4
Good
9,115 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
Air Canada
7.1
Good
10,561 reviews
United Airlines
7.4
Good
9,115 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

Related info for your journey

Find useful and relevant information for your journey from Calgary to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Calgary to Puerto Rico?

    Located just 9.3 km from the city centre, Calgary (YYC) is the airport most travellers will use when flying to Puerto Rico from Calgary.

  • How long is the flight from Calgary to Puerto Rico?

    American Airlines can get you from Calgary to Puerto Rico in just under 19h 50m. Your travel time can differ by up to . Airlines will cover a distance of 5541 km.

  • Can I find deals for flights from Calgary to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Calgary to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Puerto Rico.

  • Can I find deals for business class flights from Calgary to Puerto Rico?

    Yes. Cheapflights offers flight deals from Calgary to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Calgary to Puerto Rico?

    Currently, January is the cheapest month in which you can book a flight from Calgary to Puerto Rico (average of C$ 581). Flying from Calgary to Puerto Rico in December is currently the most expensive (average of C$ 849). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Calgary to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Calgary to Puerto Rico

Discover the top 3 airlines that operate flights from Calgary to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 26 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 565AverageC$ 794FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 631AverageC$ 668FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 779AverageC$ 1,136FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Calgary to Puerto Rico?

Cheapflights helps you search for flights from Calgary to Puerto Rico via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Calgary to Puerto Rico?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Calgary to Puerto Rico for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Calgary to Puerto Rico with no change fees?

Need flexible booking options for your flight to Puerto Rico from Calgary? 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 Calgary to Puerto Rico become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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