Find flights
When to book
Airlines
FAQs

Cheap flights from Calgary to San Juan from C$ 285

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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
6 Jan — 13 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to San Juan

Enter your travel dates to find the best prices.

Best flights from Calgary to San Juan
Discover carefully curated flight deals from Calgary to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 December 2025.

Mon 26/17:30 a.m.YYC - SJU
2 stops28h 56mMultiple Airlines
Thu 5/21:22 p.m.SJU - YYC
1 stop30h 53mMultiple Airlines
Deal found 7/12C$ 521
Mon 26/16:30 a.m.YYC - SJU
2 stops14h 29mAmerican Airlines
Thu 5/27:12 p.m.SJU - YYC
2 stops20h 36mAmerican Airlines
Deal found 7/12C$ 577
Mon 12/15:35 a.m.YYC - SJU
2 stops16h 01mAir Canada
Wed 14/12:05 a.m.SJU - YYC
2 stops19h 49mAir Canada
Deal found 5/12C$ 793
Thu 5/38:55 a.m.YYC - SJU
2 stops32h 37mMultiple Airlines
Sat 14/37:00 a.m.SJU - YYC
1 stop16h 19mMultiple Airlines
Deal found 6/12C$ 843
Mon 16/38:15 p.m.YYC - SJU
3 stops19h 37mMultiple Airlines
Sat 28/39:52 a.m.SJU - YYC
3 stops32h 06mMultiple Airlines
Deal found 7/12C$ 888

Find 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 7 December 2025.

Round-trip from

C$ 525

One-way from

C$ 285

Popular in

December

Cheapest in

May

Average price

C$ 1,207
11/1-13/1
  • 11/1-13/1
  • 2 total stops
  • 26h 57m total
  • Calgary to San Juan
Search Deals
3/2
  • 3/2
  • 2 total stops
  • 14h 20m total
  • Calgary to San Juan
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 167 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 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 7 December 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 26/1

7:30 a.m.-3:26 p.m.

2 stops28h 56m

San Juan Luis Munoz Marin Intl

Thu 5/2

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

1 stop30h 53m

C$ 521

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 26/1

6:30 a.m.-11:59 p.m.

2 stops14h 29m

San Juan Luis Munoz Marin Intl

Thu 5/2

7:12 p.m.-12:48 p.m.

2 stops20h 36m

C$ 577

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 12/1

5:35 a.m.-12:36 a.m.

2 stops16h 01m

San Juan Luis Munoz Marin Intl

Wed 14/1

2:05 a.m.-6:54 p.m.

2 stops19h 49m

C$ 793

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Thu 5/3

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

2 stops32h 37m

San Juan Luis Munoz Marin Intl

Sat 14/3

7:00 a.m.-9:19 p.m.

1 stop16h 19m

C$ 843

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 16/3

8:15 p.m.-5:52 p.m.

3 stops19h 37m

San Juan Luis Munoz Marin Intl

Sat 28/3

9:52 a.m.-3:58 p.m.

3 stops32h 06m

C$ 888

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Tue 3/2

12:30 a.m.-5:50 p.m.

2 stops14h 20m

C$ 285

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 16/2

12:30 a.m.-9:55 a.m.

2 stops30h 25m

C$ 285

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 13/12

2:13 p.m.-12:49 p.m.

2 stops19h 36m

C$ 362

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 13/12

10:00 a.m.-2:29 p.m.

1 stop25h 29m

C$ 468

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 14/2

12:15 a.m.-2:00 p.m.

1 stop10h 45m

C$ 507

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/12

Showing 1-10 of 13 results
1
2

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

What is the cheapest month to book a flight from Calgary to San Juan?

Currently, January is the cheapest month in which you can book a flight from Calgary to San Juan (average of C$ 587). Flying from Calgary to San Juan in December is currently the most expensive (average of C$ 858). 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 7 December 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 30% versus a flight in the morning.

How much does it cost to fly round-trip from Calgary to San Juan?

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 7 December 2025.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAir Canada 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.
United Airlines
7.4
Good
9,076 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,076 reviews
United Airlines
7.4
Good
9,076 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,193 reviews
United Airlines
7.4
Good
9,076 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,512 reviews
United Airlines
7.4
Good
9,076 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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.

  • What airport do you fly from for flights from Calgary to San Juan?

    If you book a flight to San Juan from Calgary, you will be flying from Calgary, which is the city’s only airport. Calgary (YYC) is located 9.3 km from the centre of Calgary. There are 0 flights from Calgary to San Juan per day from 4 different airlines.

  • How long is the flight from Calgary to San Juan?

    Departing from Calgary to San Juan will take you 14h 29m. Calgary and San Juan are separated by a distance of 5541 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines flying from Calgary to San Juan round-trip?

    United Airlines, at C$ 571, was found to be the cheapest airline from Calgary to San Juan.Alternate airlines to your destination round-trip include Air Canada and WestJet. United Airlines is priced at 39% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Calgary to San Juan that include hotel bookings?

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

  • How can I find direct flights from Calgary to San Juan?

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

  • Can I find deals for business class flights from Calgary to San Juan?

    Yes. Cheapflights offers flight deals from Calgary to San Juan 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 San Juan?

    Currently, January is the cheapest month in which you can book a flight from Calgary to San Juan (average of C$ 587). Flying from Calgary to San Juan in December is currently the most expensive (average of C$ 858). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Calgary to San Juan

See prices for flight routes from nearby airports that may be better suited for you.
Calgary to Luis Munoz Marin Intl flights
Edmonton to Luis Munoz Marin Intl flights

Top 3 airlines flying from Calgary to San Juan

Discover the top 3 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 7 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 571AverageC$ 823FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 653AverageC$ 681FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 808AverageC$ 1,147FlexibilityNo 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 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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.