Flyers playoff history vs. Penguins. See past matchups of PA rivals

The Philadelphia Flyers are back in the playoffs, and what better opponent to be greeted with than the hated Pittsburgh Penguins? It's been about a decade since the Flyers faced off against Sidney Crosby and the Pens. Will this year's first-round matchup rival the heated battles from the past?

Only time will tell, but before the puck is dropped to start the 2026 NHL playoffs, here's a look at previous matchups between the Flyers and Penguins. Last time Flyers made playoffs It's been a rough patch recently for the historically successful franchise as it finally earned a playoff berth for the first time in more than a half decade. The last time the Flyers were fighting for the Stanley Cup was during the 2019-2020 season, when they were knocked out in seven games of the second round by New York Islanders.

The last time the Penguins made the playoffs was in the 2021-2022 season. Flyers vs Penguins playoff history The Flyers and Penguins have a lengthy and notable playoff history. This will be the eighth meeting between the cross-state rivals, with the last matchup coming in 2018 when the Penguins defeated the Flyers in six games in the first round.

In 2008 the Pens beat the Flyers in five games in the Eastern Conference Finals before losing the Stanley Cup Final to the Red Wings. The following season, they defeated the Flyers in the conference quarterfinals before winning the Stanley Cup. The Flyers were victorious in the Eastern Conference quarterfinals in 2012, 2000 and in 1997 when the team lost to the Red Wings in the Cup finals.