Dates in September-November are available. Upon several different dates, the best price I could find was $345, but YYZDeals is reporting flights as low as $220. Now, the $345 price was a LOOONG route, 23+hours back and forth (return) with a stopover as opposed to direct with Westjet (shortest) coming in at 10 hours and 45 minutes total travel time return.
To get the deal, go to Momondo through this link, and type in YYZ to SJO with your dates. Momondo will show you almost a 3 week window for pricing. According to YYZDeals, check these dates to start with:
Sep 7 to Sep 19, 20, 21, 22 or 24
Sep 14 to Sep 25 or 26Sep 14 to Oct 1Sep 20 to Oct 3, 4, 6, 7, or 8Oct 12 to Oct 23, 24, or 25Oct 19 to Nov 1, 2, 3, or 5Oct 26 to Nov 7, 8, 9, 10, or 11
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