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Currently you are able to watch "Pokémon - Season 2" streaming on Crave.
There are no options to watch Pokémon for free online today in Canada. You can select 'Free' and hit the notification bell to be notified when season is available to watch for free on streaming services and TV.
With his Kanto journey completed, Ash finds there’s still plenty to see and do when Professor Oak sends him and his friends to the Orange Islands. Brock falls head-over-heels for the attractive Professor Ivy and decides to stay with her, leaving Ash and Misty alone as a dynamic duo—at least until they meet intrepid Pokémon watcher Tracey Sketchit!