C$ 440 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 1/6. 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 21% 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

Tue, 27 Oct - Wed, 28 Oct
United Airlines Logo
6:20 a.m. - 11:36 p.m.
YYC
-
SJU
15h 16m
2 stops
United Airlines Logo
7:10 a.m. - 9:38 p.m.
SJU
-
YYC
16h 28m
2 stops
C$ 681United Airlines
Tue, 27 Oct - Wed, 28 Oct
United Airlines Logo
6:20 a.m. - 11:36 p.m.
YYC
-
SJU
15h 16m
2 stops
United Airlines Logo
7:30 a.m. - 9:38 p.m.
SJU
-
YYC
16h 08m
2 stops
C$ 682United Airlines
Tue, 27 Oct - Wed, 28 Oct
United Airlines Logo
6:20 a.m. - 5:25 p.m.
YYC
-
SJU
9h 05m
1 stop
United Airlines Logo
1:25 p.m. - 9:38 p.m.
SJU
-
YYC
10h 13m
1 stop
C$ 689United Airlines
Sat, 30 May - Thu, 4 Jun
Multiple Airlines Logo
12:30 a.m. - 2:07 p.m.
YYC
-
SJU
11h 37m
1 stop
Multiple Airlines Logo
5:15 p.m. - 9:55 p.m.
SJU
-
YYC
30h 40m
2 stops
C$ 888Multiple Airlines
Sat, 30 May - Fri, 5 Jun
Multiple Airlines Logo
12:30 a.m. - 2:07 p.m.
YYC
-
SJU
11h 37m
1 stop
Multiple Airlines Logo
5:15 p.m. - 9:55 p.m.
SJU
-
YYC
30h 40m
2 stops
C$ 912Multiple Airlines
Fri, 29 May - Thu, 4 Jun
Multiple Airlines Logo
12:30 a.m. - 2:07 p.m.
YYC
-
SJU
11h 37m
1 stop
Multiple Airlines Logo
5:15 p.m. - 9:55 p.m.
SJU
-
YYC
30h 40m
2 stops
C$ 919Multiple Airlines
Fri, 29 May - Fri, 5 Jun
Multiple Airlines Logo
12:30 a.m. - 2:07 p.m.
YYC
-
SJU
11h 37m
1 stop
Multiple Airlines Logo
5:15 p.m. - 9:55 p.m.
SJU
-
YYC
30h 40m
2 stops
C$ 945Multiple Airlines
Tue, 9 Jun - Mon, 15 Jun
United Airlines Logo
1:27 p.m. - 12:04 p.m.
YYC
-
SJU
20h 37m
2 stops
United Airlines Logo
4:55 p.m. - 9:48 p.m.
SJU
-
YYC
30h 53m
2 stops
C$ 947United Airlines
Sat, 30 May - Sat, 6 Jun
American Airlines Logo
6:15 a.m. - 11:01 p.m.
YYC
-
SJU
14h 46m
2 stops
American Airlines Logo
7:00 a.m. - 11:42 p.m.
SJU
-
YYC
18h 42m
2 stops
C$ 951American Airlines
Tue, 9 Jun - Mon, 15 Jun
Multiple Airlines Logo
7:00 a.m. - 3:57 a.m.
YYC
-
SJU
18h 57m
2 stops
Multiple Airlines Logo
5:15 p.m. - 11:00 a.m.
SJU
-
YYC
19h 45m
1 stop
C$ 952Multiple Airlines
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 June, when tickets cost C$ 545 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is C$ 1,043 and C$ 955 respectively.

Good to know

Low seasonJuly
Cheapest flightC$ 440
Best time to beat the crowds (27% less expensive on average)
Most popular time to fly (28% more expensive 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.

Reviews of the top 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.
7.4
United AirlinesOverall score based on 9709 reviews
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
7.3Comfort
Airline reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

10.0 ExcellentEirene, May 2026
YYZ - EWR
Read more United Airlines reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Better movie options. More diligence on the size and amount of bags people bring on board. Lady across aisle from me had a bucket style bag that would only go so far under the seat in front of her. She was not told once that the whole bag is supposed to be under the seat. Crew is very hardworking however.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

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

Information on your arrival and departure airports