Hello, I'm from Montréal, I know few of my friends go to play in Longueuil on the south shore, but except for the Cafe Pi, I don't really know where to play in Montréal. Maybe Google can help you... But I'm interrested to see the other people answers
best place to play chess in Montreal?

I started a Montreal chess meetup group intended for avid chess players who play on Lichess or Chess.com or have a CFA rating. Please join. If we get enough players we can start to hold regular meetups, and people can message the group to find people who want to play locally.
https://www.meetup.com/montrealchess

Hey we created an Ultimate Guide of the best places to play chess in Montreal, it covers all the different free and paid chess events in Montreal. You can read about it here for free.

There’s a very cool chess club in Montreal called “Iconoclast Chess Club”. They have chess events every Friday evening:
https://www.meetup.com/iconoclastchessclub
https://www.instagram.com/iconoclastchessclub
https://m.facebook.com/groups/iconoclastchessclub
I'm in Montreal for a visit and was sad to see that Cafe Pi has (temporarily) closed.
Where are the regular blitz players gathering to play now?