C$ 554 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 14/11. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Puerto Rico

Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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

Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
7:30 a.m. - 11:25 p.m.YYC-SJU
12h 55m1 stop
Multiple Airlines Logo
6:00 a.m. - 5:06 p.m.SJU-YYC
14h 06m1 stop
C$ 554Multiple Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
12:20 p.m. - 10:33 a.m.YYC-SJU
19h 13m2 stops
Multiple Airlines Logo
6:00 a.m. - 5:06 p.m.SJU-YYC
14h 06m1 stop
C$ 604Multiple Airlines
Find Deal
Mon, 12 Jan - Mon, 26 Jan
American Airlines Logo
1:40 p.m. - 1:37 p.m.YYC-SJU
20h 57m2 stops
American Airlines Logo
7:12 p.m. - 12:48 p.m.SJU-YYC
20h 36m2 stops
C$ 607American Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
United Airlines Logo
6:15 a.m. - 10:22 p.m.YYC-SJU
13h 07m2 stops
United Airlines Logo
8:30 a.m. - 9:53 p.m.SJU-YYC
16h 23m2 stops
C$ 638United Airlines
Find Deal
Mon, 12 Jan - Mon, 26 Jan
American Airlines Logo
6:30 a.m. - 10:26 p.m.YYC-SJU
12h 56m1 stop
American Airlines Logo
5:51 p.m. - 12:48 p.m.SJU-YYC
21h 57m2 stops
C$ 721American Airlines
Find Deal
Thu, 5 Feb - Wed, 11 Feb
United Airlines Logo
2:13 p.m. - 12:55 p.m.YYC-SJU
19h 42m2 stops
United Airlines Logo
8:35 a.m. - 9:53 p.m.SJU-YYC
16h 18m2 stops
C$ 727United Airlines
Find Deal
Mon, 9 Mar - Tue, 10 Mar
Air Canada Logo
1:10 a.m. - 9:22 p.m.YYC-SJU
18h 12m2 stops
Air Canada Logo
1:05 a.m. - 6:54 p.m.SJU-YYC
19h 49m2 stops
C$ 917Air Canada
Find Deal
Mon, 9 Mar - Tue, 10 Mar
Air Canada Logo
1:10 a.m. - 9:22 p.m.YYC-SJU
18h 12m2 stops
Air Canada Logo
1:05 a.m. - 6:54 p.m.SJU-YYC
19h 49m2 stops
C$ 920Air Canada
Find Deal
Thu, 1 Jan - Sun, 11 Jan
WestJet Logo
12:30 a.m. - 2:14 p.m.YYC-SJU
10h 44m1 stop
WestJet Logo
6:15 a.m. - 7:09 p.m.SJU-YYC
15h 54m1 stop
C$ 1,037WestJet
Find Deal
Mon, 9 Mar - Wed, 11 Mar
WestJet Logo
12:30 a.m. - 7:29 p.m.YYC-SJU
16h 59m1 stop
WestJet Logo
7:00 a.m. - 9:09 p.m.SJU-YYC
16h 09m1 stop
C$ 1,047WestJet
Find Deal
Booking Insights

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$ 677 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is C$ 1,216 and C$ 1,192 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJuly
Cheapest flightC$ 341
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly and prices are also 17% lower on average.
Flight from Calgary to San Juan Airport

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$ 707 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$ 1,019.

Reviews of the top 4 airlines flying 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.
7.9
DeltaOverall score based on 8001 reviews
7.3Food
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

4.0 OkayHeather, Oct 2025ANC - SEA
Read more Delta reviews

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

The crew was not very visible. This might be a good thing for people who wanted to sleep but seemed odd when compared to the Atlantic crossing where they are more present in the cabin. The Food (beef) was not good. Tough and tasteless. Would love to see more choices on a long flight like that.

The crew was very nice and very attentive. However, I was surprised to find that they did not carry small throw-up bags. I got sick from the turbulence and they had to bring me a trash bag.😳 You can imagine how embarrassing is to lift a large trash bag with vomit over somebody else's head. Just bring this small discreet little bags back to the regular supply for the seats. Otherwise, I love Delta airlines.

Delta made it easy, comfortable and timely. The crew was fantastic.

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

I like for how they process during check in. It was very smoothly.

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.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

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

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Not enough food option. And not enough advices or information about what we are gonna eat.

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

I wish to travel with Air Canada for my next trip

They were very attentive, polite, professional and great customer service skills.

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

The app was great, service was wonderful, everything was quick and easy

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

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

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

Information on your arrival and departure airports