Ben Eager scored his first Stanley Cup playoff goal in Game 2 of Chicago's victory against the Vancouver Canucks on May 2, 2009. He scored his second playoff goal on May 31, 2010, in Game 2 of the Stanley Cup Finals against his former club, the Philadelphia Flyers. His goal ended up being the game winner, he and the Blackhawks won the Stanley Cup, defeating the Flyers 4–3 in overtime in Game 6.