Like for example when he first started his travel in Kanto, how long do you think it took from episode 1 to the last in the kanto series
more than a year because in one of the episodes ash says its been months since he left pallet town on his journey
Well we could only tell the distance between Kanto and Jhoto because they're connected. Which would probably be 1 or 2 hours.Other than that nobody can tell because there is so released map of all the regions.