From heated MLS Cup playoff matchups to forgettable regular season games, the Canadian Classique derby between Toronto FC and CF Montreal has established itself as one of the fiercest in the league.
While both teams sit near the bottom of the MLS table in 2025, they get set to meet for the second time this season, as part of MLS Rivalry Week, looking to create a more exciting matchup than the Canadian Championship clash earlier in the year.
Despite a lack of star power now, it’s certainly not been that way through MLS history for both clubs, which have enjoyed success in waves since the derby started as a national cup match in the 2008 Canadian Championship.
Sports Illustrated reviewed the teams of past eras and created an all-time combined XI for the Canadian Classique… or 401 Derby, or Two Solitudes Derby.
Subscribe here to MLS Season Pass






