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Cheap flights from Calgary to San Juan from C$ 289
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 28/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
15 Oct — 22 Oct1
Cheap flight deals from Calgary to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 15 September 2025.
Find flight deals from Calgary to San Juan
Cheapest flights from Calgary to San JuanExplore the most affordable flight options available from Calgary to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.
Explore the most affordable flight options available from Calgary to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.
Sat 18/109:00 a.m.YYC - SJU
1 stop27h 59mMultiple Airlines
Thu 23/104:04 p.m.SJU - YYC
1 stop21h 16mMultiple Airlines
Deal found 14/9C$ 471
Sun 14/126:15 a.m.YYC - SJU
1 stop9h 10mUnited Airlines
Sun 21/128:10 a.m.SJU - YYC
2 stops16h 43mUnited Airlines
Deal found 13/9C$ 612
Sat 18/106:45 a.m.YYC - SJU
2 stops15h 09mAmerican Airlines
Thu 23/107:10 a.m.SJU - YYC
2 stops16h 44mAmerican Airlines
Deal found 14/9C$ 620
Sat 13/126:15 a.m.YYC - SJU
2 stops13h 07mUnited Airlines
Sat 20/128:10 a.m.SJU - YYC
2 stops16h 43mUnited Airlines
Deal found 14/9C$ 641
Sat 13/126:15 a.m.YYC - SJU
2 stops13h 07mUnited Airlines
Wed 24/122:25 p.m.SJU - YYC
1 stop10h 28mUnited Airlines
Deal found 14/9C$ 687
Sat 13/126:15 a.m.YYC - SJU
2 stops13h 07mUnited Airlines
Fri 19/128:30 a.m.SJU - YYC
2 stops16h 23mUnited Airlines
Deal found 13/9C$ 689
Cheapflights Fare Finder
Customize your flight search to find flights from Calgary to San Juan 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 15 September 2025.
Use the filters below to find and compare flights from Calgary to San Juan that are best for you.
Fly from
Calgary
Fly to
San Juan
Route
Depart
Return
Price
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Mon 12/1
2:13 p.m.-3:40 p.m.
3 stops22h 27m
San Juan Luis Munoz Marin Intl
Mon 26/1
8:35 a.m.-9:53 p.m.
2 stops16h 18m
C$ 595
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Mon 12/1
1:40 p.m.-1:25 p.m.
2 stops20h 45m
San Juan Luis Munoz Marin Intl
Mon 26/1
4:50 p.m.-11:23 a.m.
2 stops21h 33m
C$ 601
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Sun 14/12
6:15 a.m.-6:25 p.m.
1 stop9h 10m
San Juan Luis Munoz Marin Intl
Tue 23/12
7:45 a.m.-9:53 p.m.
2 stops17h 08m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Mon 15/12
6:15 a.m.-10:22 p.m.
2 stops13h 07m
San Juan Luis Munoz Marin Intl
Sat 20/12
8:10 a.m.-9:53 p.m.
2 stops16h 43m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Sat 13/12
6:15 a.m.-10:22 p.m.
2 stops13h 07m
San Juan Luis Munoz Marin Intl
Sun 21/12
8:10 a.m.-9:53 p.m.
2 stops16h 43m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Sat 13/12
6:15 a.m.-10:22 p.m.
2 stops13h 07m
San Juan Luis Munoz Marin Intl
Wed 24/12
7:00 a.m.-9:53 p.m.
2 stops17h 53m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Mon 15/12
6:15 a.m.-10:22 p.m.
2 stops13h 07m
San Juan Luis Munoz Marin Intl
Tue 23/12
8:10 a.m.-9:53 p.m.
2 stops16h 43m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Sun 14/12
6:15 a.m.-6:25 p.m.
1 stop9h 10m
San Juan Luis Munoz Marin Intl
Mon 22/12
8:10 a.m.-9:53 p.m.
2 stops16h 43m
C$ 641
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Sun 14/12
6:15 a.m.-6:25 p.m.
1 stop9h 10m
San Juan Luis Munoz Marin Intl
Fri 19/12
8:30 a.m.-9:53 p.m.
2 stops16h 23m
C$ 691
CalgarySan Juan
YYC - SJU
YYCSJU
Calgary
Tue 28/10
9:50 a.m.-5:54 p.m.
1 stop30h 04m
C$ 289
Showing 1-10 of 11 results
Best time to book a flight from Calgary to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan
How far ahead should I book a flight from Calgary to San Juan?
Use this chart to determine the optimal time to book a round-trip flight from Calgary to San Juan. Price data was last updated on 12 September 2025.
Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from Calgary to San Juan. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Calgary to San Juan?
Currently, April is the cheapest month in which you can book a flight from Calgary to San Juan (average of C$ 254). Flying from Calgary to San Juan in July is currently the most expensive (average of C$ 580). 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 SJU?
Find hourly flight availability from Calgary to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 September 2025.
When flying from Calgary to San Juan, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 31% versus a flight in the morning.
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated 15 September 2025.
Check out reviews from past customers who have flown with Delta,United Airlines, andWestJet from Calgary to San Juan to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.9
Overall
8.0
Entertainment
7.9
Boarding
8.2
Food
7.3
Reviews
1 / 20
4.0
OkayRichard,Sep 2023
YYZ - ATL
Crew
8.5
Comfort
7.9
Overall
8.0
Entertainment
7.9
Boarding
8.2
Food
7.3
Reviews
1 / 20
4.0
OkayRichard,Sep 2023
YYZ - ATL
Crew
8.5
Comfort
7.9
Overall
8.0
Entertainment
7.9
Boarding
8.2
Food
7.3
Reviews
1 / 20
4.0
OkayRichard,Sep 2023
YYZ - ATL
Crew
8.5
Comfort
7.9
Overall
8.0
Entertainment
7.9
Boarding
8.2
Food
7.3
Reviews
1 / 20
4.0
OkayRichard,Sep 2023
YYZ - ATL
Crew
8.5
Comfort
7.9
Overall
8.0
Entertainment
7.9
Boarding
8.2
Food
7.3
Reviews
1 / 20
4.0
OkayRichard,Sep 2023
YYZ - ATL
Related info for your journey
Find useful and relevant information for your journey from Calgary to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Calgary to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Calgary to San Juan
Discover the top 4 airlines that operate flights from Calgary to San Juan. 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 15 September 2025.
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 San Juan?
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Calgary to San Juan. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Why should you use Cheapflights to find cheap flight tickets from Calgary to San Juan?
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Calgary to San Juan for you. Better yet — we are completely free to use.
Can Cheapflights find flights from Calgary to San Juan with no change fees?
Need flexible booking options for your flight to San Juan 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 San Juan 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!