Toews was awarded the Conn Smythe Trophy as the 2009-10 playoff MVP when his Chicago Blackhawks won the Stanley Cup on 9 June , 2010 . On June 9 , 2010 , Toews won the Stanley Cup with the Chicago Blackhawks in 6 games against the Philadelphia Flyers , becoming the second-youngest captain in the history of the NHL to hoist the cup , behind only Sidney Crosby who led the Pittsburgh Penguins to the cup the previous season . He scored seven goals and 29 points in the playoffs , and won the Conn Smythe Trophy as playoff MVP .