The Premier League winner's medal thrown into the crowd by Mourinho fetched £16,800 at auction.
Mourinho won the medal for leading Chelsea to the league title in the 2005/06 season.
At the time Mourinho said: "The medal was for everybody but I think the person in the crowd who got the medal is a lucky guy who goes home with a fantastic memory or goes to eBay and makes a fortune."
In 2008 Bonhams marked the manager's words by selling the first medal for £21,600 on behalf of a Chelsea fan.
But Wednesday's auction saw Mourinho left in the shade by another footballing great, Stanley Matthews.
The boots he wore in the 1953 FA Cup final, where the Blackpool winger's performance was so outstanding the game became known as the "Matthews Final", sold for £38,400.