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Cheap flights from Calgary to San Juan from C$ 294

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 16/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SJU
6 Feb — 13 Feb1
1 adult
1 adult, Economy, 0 bags

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 7 January 2026.

Round-trip from

C$ 464

One-way from

C$ 294

Popular in

December

Cheapest in

May

Average price

C$ 1,012
26/1-2/2
  • 26/1-2/2
  • 3 total stops
  • 61h 17m total
  • Calgary to San Juan
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16/1
  • 16/1
  • 2 total stops
  • 33h 55m total
  • Calgary to San Juan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 159 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Find flight deals from Calgary to San Juan

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to San Juan
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 7 January 2026.

Mon 26/19:00 a.m.YYC - SJU
1 stop30h 49mMultiple Airlines
Mon 2/28:15 a.m.SJU - YYC
2 stops30h 28mMultiple Airlines
Deal found 6/1C$ 464
Sun 22/212:20 p.m.YYC - SJU
2 stops18h 57mMultiple Airlines
Wed 25/24:06 p.m.SJU - YYC
1 stop30h 03mMultiple Airlines
Deal found 5/1C$ 547
Tue 3/212:30 a.m.YYC - SJU
2 stops20h 29mMultiple Airlines
Wed 11/26:00 a.m.SJU - YYC
1 stop18h 19mMultiple Airlines
Deal found 5/1C$ 549
Mon 23/212:30 a.m.YYC - SJU
2 stops15h 28mMultiple Airlines
Sun 1/36:27 p.m.SJU - YYC
2 stops24h 48mMultiple Airlines
Deal found 4/1C$ 575
Sat 7/312:30 a.m.YYC - SJU
1 stop32h 21mMultiple Airlines
Sun 15/36:39 p.m.SJU - YYC
2 stops26h 30mMultiple Airlines
Deal found 4/1C$ 615

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 January 2026.
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

9:00 a.m.-6:49 p.m.

1 stop30h 49m

San Juan Luis Munoz Marin Intl

Mon 2/2

8:15 a.m.-11:43 a.m.

2 stops30h 28m

C$ 464

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Mon 16/3

9:00 a.m.-5:53 p.m.

1 stop30h 53m

San Juan Luis Munoz Marin Intl

Sat 28/3

3:22 p.m.-7:35 p.m.

2 stops30h 13m

C$ 663

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 28/3

7:00 a.m.-1:00 p.m.

1 stop28h 00m

San Juan Luis Munoz Marin Intl

Sun 12/4

10:00 p.m.-11:43 a.m.

2 stops39h 43m

C$ 746

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 20/3

1:05 a.m.-7:55 p.m.

2 stops16h 50m

San Juan Luis Munoz Marin Intl

Sun 29/3

4:00 p.m.-4:53 p.m.

3 stops26h 53m

C$ 849

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 28/3

8:45 p.m.-1:20 p.m.

2 stops14h 35m

San Juan Luis Munoz Marin Intl

Sun 12/4

2:45 p.m.-11:01 a.m.

2 stops22h 16m

C$ 1,070

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 16/1

1:05 a.m.-7:55 p.m.

2 stops15h 50m

C$ 311

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 17/1

12:37 p.m.-3:40 p.m.

1 stop24h 03m

C$ 359

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Fri 16/1

9:45 p.m.-1:20 a.m.

3 stops48h 35m

C$ 379

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Sat 21/2

2:35 p.m.-2:00 p.m.

2 stops20h 25m

C$ 380

CalgarySan Juan

YYC - SJU

YYCSJU

Calgary

Thu 26/3

7:30 a.m.-8:54 a.m.

3 stops23h 24m

C$ 424

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/1

Showing 1-10 of 12 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$ 575). Flying from Calgary to San Juan in October is currently the most expensive (average of C$ 922). 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.

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 January 2026.
Check out reviews from past customers who have flown with United Airlines and WestJet 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
9,138 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

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
9,138 reviews
United Airlines
7.4
Good
9,138 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

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
3,235 reviews
United Airlines
7.4
Good
9,138 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

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 2 different airlines.

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

    United Airlines, at C$ 572, was found to be the cheapest airline from Calgary to San Juan. An alternate airline flying to your destination would be WestJet. United Airlines is priced at 40% 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$ 575). Flying from Calgary to San Juan in October is currently the most expensive (average of C$ 922). 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

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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.
Edmonton to Luis Munoz Marin Intl flights
Calgary to Luis Munoz Marin Intl flights

Top 2 airlines flying from Calgary to San Juan

Discover the top 2 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 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 572AverageC$ 807FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 787AverageC$ 1,152FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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!

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