C$ 319 Find Cheap Flights from Calgary to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Calgary to Puerto Rico departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Calgary to Puerto Rico

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Calgary to Puerto Rico

jue., 4 sep. - jue., 11 sep.
Delta Logo
12:22 p.m. - 11:40 a.m.YYC-SJU
21h 18m2 stops
Delta Logo
5:24 p.m. - 8:54 p.m.SJU-YYC
29h 30m2 stops
C$ 593Delta
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jue., 4 sep. - mié., 10 sep.
United Airlines Logo
5:05 p.m. - 12:00 p.m.YYC-SJU
16h 55m2 stops
United Airlines Logo
1:05 a.m. - 4:03 p.m.SJU-YYC
16h 58m2 stops
C$ 649United Airlines
Find Deal
jue., 4 sep. - jue., 11 sep.
Delta Logo
12:22 p.m. - 11:40 a.m.YYC-SJU
21h 18m2 stops
Delta Logo
7:30 a.m. - 8:00 p.m.SJU-YYC
14h 30m1 stop
C$ 656Delta
Find Deal
jue., 4 sep. - jue., 11 sep.
Delta Logo
12:22 p.m. - 11:40 a.m.YYC-SJU
21h 18m2 stops
Delta Logo
7:30 a.m. - 8:00 p.m.SJU-YYC
14h 30m1 stop
C$ 658Delta
Find Deal
jue., 4 sep. - jue., 11 sep.
American Airlines Logo
6:29 a.m. - 11:37 p.m.YYC-SJU
15h 08m2 stops
American Airlines Logo
6:10 a.m. - 9:48 p.m.SJU-YYC
17h 38m2 stops
C$ 688American Airlines
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jue., 4 sep. - mié., 10 sep.
United Airlines Logo
1:30 p.m. - 12:00 p.m.YYC-SJU
20h 30m2 stops
United Airlines Logo
1:05 a.m. - 11:38 a.m.SJU-YYC
12h 33m2 stops
C$ 856United Airlines
Find Deal
mié., 3 sep. - jue., 11 sep.
WestJet Logo
12:30 a.m. - 10:07 p.m.YYC-SJU
19h 37m1 stop
WestJet Logo
7:00 a.m. - 9:03 p.m.SJU-YYC
16h 03m1 stop
C$ 904WestJet
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mié., 3 sep. - jue., 11 sep.
WestJet Logo
1:00 a.m. - 10:07 p.m.YYC-SJU
19h 07m2 stops
WestJet Logo
7:00 a.m. - 9:03 p.m.SJU-YYC
16h 03m1 stop
C$ 912WestJet
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jue., 4 sep. - mié., 10 sep.
Air Canada Logo
7:15 a.m. - 11:57 p.m.YYC-SJU
14h 42m1 stop
Air Canada Logo
1:05 a.m. - 5:55 p.m.SJU-YYC
18h 50m1 stop
C$ 1,780Air Canada
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jue., 4 sep. - mié., 10 sep.
Air Canada Logo
7:15 a.m. - 11:57 p.m.YYC-SJU
14h 42m1 stop
Air Canada Logo
1:05 a.m. - 5:55 p.m.SJU-YYC
18h 50m1 stop
C$ 1,879Air Canada
Find Deal
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KAYAK's insights & trends for Calgary to Puerto Rico flights

Get data-powered insights and trends into flights from Calgary to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Calgary to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Calgary to Puerto Rico is April, when tickets cost C$ 655 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is C$ 1,166 and C$ 1,099 respectively.

How far in advance should I book a flight from Calgary to Puerto Rico?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Calgary to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Calgary to Puerto Rico, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.


Good to know

Low seasonJune
High seasonJanuary
Cheapest flightC$ 319
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Calgary to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Calgary to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Calgary to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary to Puerto Rico is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Calgary to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Calgary to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Calgary to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally in the afternoon, when round-trip flights cost C$ 501 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 722.

Top 4 airlines serving from Calgary to Puerto Rico

 
Need help choosing which airline to fly with from Calgary to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7950 reviews
7.9Entertainment
7.3Food
8.2Boarding
7.9Comfort
8.5Crew
Airline reviews

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

8.0 ExcellentBarbara, May 2025JFK - SFO
Read more Delta reviews

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

My return flights were changed by the airline and my preferred seat selection with extra legroom was not transferred to the new flights

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

The WiFi has been awful on my last few Delta Air Lines flights.

Delta cancelled my flight less than 24 hours before departure and provided no alternative options. Left me to fend for myself basically. Scrambled to book flight on another airline and paid a fortune to do so last minute.. Can’t wait to see how Delta deals with my refund.

Unfortunately I was stuck next to someone who should have purchased 2 seats instead of taking up their space and mine. I couldn’t move the entire 3+ hour flight. Very uncomfortable flight.

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Lots of overhead storage, good crew, good service, smooth landing.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

crew was great, wifi was very poor could not even load a youtube video

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

First flight out in the morning is often the best chance of running on time. Not in this case, which unfortunately is now what passengers can expect as what is common. - If you are late for a flight, too bad for you. - If West Jet is late, too bad for you. - Bags don't make it? Too bad for you. - Flight change by 1+ days, too bad for you Prices continue to increase, while customer service nosedives. This is backwards and in any other develop country would be considered unacceptable - except for Canada. Too bad for us.

Experience was good. Was surprised they didn’t offer a complimentary meal on a 5 hour flight.

Too squished in seats. I'm 110 lbs and 5'6....can't imagine being any bigger and flying

The flight attendants were great, but not much room while sitting and it would be nice to get free movies.

Original flight canceled and communicated poorly. A series of gate changes , delays and plane changes followed. Even after the entire flight boarded there was another plane changes followed. Food vouchers provided to my travel companion but not to me despite being on the same reservation. No in flight entertainment. The entire experience was terrible although the flight crew were great.

It was great being a direct flight from Calgary to Tokyo. No transfer to worry about.

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Ground personnel in better mood. Sounded agressive wrt carry on bagage sizing.

As usual, terrible. Delayed flight, missed connection and wasted hours at the airport. The only reason I use this airline is because of limited options.

The flight was delayed to 1:50 am from 12:05am which caused confusion for us on the connecting flight.

Not much....we did not get the complimentary beverages promised in our ticket. My partner and I did not have the window seats promised. We didnt get to sit together.....

It was great. Although when I got my luggage it was broken.

In both directions, one of the two flights was delayed in departing. due to mechanical issues (not weather). That tells me that inspection and maintenance is not being done often enough to prevent such from occurring. In the outbound direction, the second leg was delayed and we had to change our plans for after landing, thus missing an expected event. In the return direction, the first leg that was delayed; we had a long enough layover that we were not hurried to make our connection, but others were not so lucky. Comment about this survey process: in the multiple choice answers, there is no option for "Not Applicable"; as we had no food on board, we can't properly answer that question.

I liked not paying for carry on and the compensation my husband and I received from the airline for overbooking our flight. The staff was very friendly and helpful.

It was a short flight and for that reason the flight was acceptable.

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