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Cheap flights from Windsor, ON to San José from C$ 674

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — SJO
14 Aug — 21 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Windsor to San José

Enter your travel dates to find the best prices.

Cheapest flights from Windsor to San José
Explore the most affordable flight options available from Windsor to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 July 2026.

Sun 8/117:20 p.m.
YQG
-
SJO
1 stop28h 10m
Air Canada
Wed 18/118:45 a.m.
SJO
-
YQG
1 stop24h 10m
Air Canada
Deal found 13/7C$ 674
Sat 7/117:20 p.m.
YQG
-
SJO
1 stop28h 10m
Air Canada
Wed 18/118:45 a.m.
SJO
-
YQG
1 stop24h 10m
Air Canada
Deal found 13/7C$ 676
Mon 9/1110:35 a.m.
YQG
-
SJO
2 stops38h 15m
Air Canada
Thu 19/118:45 a.m.
SJO
-
YQG
1 stop9h 00m
Air Canada
Deal found 13/7C$ 681
Mon 7/1210:35 a.m.
YQG
-
SJO
2 stops39h 05m
Air Canada
Thu 10/128:45 a.m.
SJO
-
YQG
1 stop9h 00m
Air Canada
Deal found 13/7C$ 682
Thu 6/87:45 p.m.
YQG
-
SJO
2 stops15h 00m
Multiple Airlines
Thu 27/83:10 p.m.
SJO
-
YQG
2 stops16h 12m
Multiple Airlines
Deal found 12/7C$ 717
Sun 8/1110:35 a.m.
YQG
-
SJO
2 stops14h 15m
Air Canada
Thu 19/118:45 a.m.
SJO
-
YQG
1 stop9h 00m
Air Canada
Deal found 13/7C$ 723
Thu 13/87:45 p.m.
YQG
-
SJO
2 stops15h 00m
Multiple Airlines
Wed 19/83:10 p.m.
SJO
-
YQG
2 stops16h 12m
Multiple Airlines
Deal found 13/7C$ 754
Wed 5/87:45 p.m.
YQG
-
SJO
2 stops15h 00m
Multiple Airlines
Thu 27/83:10 p.m.
SJO
-
YQG
2 stops16h 12m
Multiple Airlines
Deal found 11/7C$ 795

Find flight deals from Windsor to San José

Discover tips and strategies to find the most affordable flight options for your journey from Windsor (YQG) to San José (SJO). 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 July 2026.

Round-trip from

C$ 674
Air Canada
  • Air Canada
  • 8/11-18/11
  • 2 total stops
  • 52h 20m total
  • Windsor to San José
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Windsor to San José 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 July 2026.
Use the filters below to find and compare flights from Windsor to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Mon 9/11

7:20 p.m.-10:30 p.m.

1 stop28h 10m

San José Juan Santamaria Intl

Wed 18/11

8:45 a.m.-6:45 p.m.

1 stop9h 00m

C$ 676

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Sat 7/11

7:20 p.m.-10:30 p.m.

1 stop28h 10m

San José Juan Santamaria Intl

Tue 17/11

8:45 a.m.-9:55 a.m.

1 stop24h 10m

C$ 676

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Mon 9/11

10:35 a.m.-11:50 p.m.

2 stops38h 15m

San José Juan Santamaria Intl

Thu 19/11

8:45 a.m.-6:45 p.m.

1 stop9h 00m

C$ 681

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Mon 7/12

10:35 a.m.-12:40 a.m.

2 stops39h 05m

San José Juan Santamaria Intl

Thu 10/12

8:45 a.m.-6:45 p.m.

1 stop9h 00m

C$ 682

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Tue 25/8

4:05 p.m.-10:00 p.m.

1 stop7h 55m

San José Juan Santamaria Intl

Tue 1/9

5:05 a.m.-9:22 a.m.

2 stops26h 17m

C$ 954

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Wed 5/8

7:45 p.m.-8:20 p.m.

2 stops50h 35m

San José Juan Santamaria Intl

Wed 26/8

5:05 a.m.-7:02 p.m.

2 stops11h 57m

C$ 1,144

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Fri 7/8

7:45 p.m.-10:00 p.m.

1 stop28h 15m

San José Juan Santamaria Intl

Mon 7/9

5:05 a.m.-7:02 p.m.

2 stops11h 57m

C$ 1,182
Quickest round-trip

WindsorSan José

YQG - SJO

YQGSJO

Windsor

Thu 13/8

10:05 a.m.-10:00 p.m.

1 stop13h 55m

San José Juan Santamaria Intl

Thu 3/9

5:05 a.m.-7:02 p.m.

2 stops11h 57m

C$ 1,211

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/7

Sorted by cheapest first

Best time to book a flight from Windsor to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Windsor 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.

Related info for your journey

Find useful and relevant information for your journey from Windsor to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Windsor, Ontario to San José?

    Departing from Windsor, Ontario to San José will take you 28h 10m. The distance from Windsor, Ontario to San José is about 3589 km.

  • Can I find deals for flights from Windsor to San José that include hotel bookings?

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

  • How can I find direct flights from Windsor to San José?

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

  • Can I find deals for business class flights from Windsor to San José?

    Yes. Cheapflights offers flight deals from Windsor to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Alajuela
Jacó
Heredia
Dominical
Monteverde

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Can Cheapflights find flights from Windsor to San José with no change fees?

Need flexible booking options for your flight to San José from Windsor? 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 Windsor to San José become cheaper?

Yes! Start tracking prices for Windsor to San José flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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