According to research in which we looked at every team’s path to their eventual championship wins (we only examined champions who had to win four playoff series during their postseason runs), Hakeem Olajuwon’s 1994-95 Houston Rockets had the toughest road ever to winning a title.
The worst team they beat had a 57-25 record, and that was their Finals opponent, the Orlando Magic, who boasted a lineup featuring Shaquille O’Nealand Penny Hardway, amongst many valuable role players.
On top of that, the Rockets won four series without having home-court advantage, an almost impossible feat to even fathom, let alone pull off. Houston’s road was made that tough due to the fact that they went 47-35 that regular season, a disappointing campaign prior to the playoffs. The Rockets beat two teams in the Utah Jazz (60-22) and the San Antonio Spurs (62-20) that won at least 60 games, and a third, the Phoenix Suns (59-23) that came within one win of reaching that benchmark.