AEW has scheduled Dynamite events into 2020 and they have held multiple pay-per-view show. They have yet to breach the Canadian border, but that could change soon enough.
The Wrestling Observer Newsletter noted that Tony Khan apparently talked to TSN about running shows in Canada. That is a very exciting ideas for our neighbors in the North, but no dates have been finalized.
Those in Canada noted Khan had talked with TSN about running some shows there. Khan said it’s been talked about but no dates are firm on the schedule
AEW will likely do well in Canada because of the rich history pro wrestling has there. We’ll have to wait and see how soon this will be able to happen since AEW already has dates booked into January next year.