The Toronto Maple Leafs acquired forward Jared McCann from the Pittsburgh Penguins for forward Filip Hallander and a seventh-round draft pick in 2023.

The Pittsburgh Penguins acquired forward Jeff Carter from the Los Angeles Kings for a conditional third-round draft pick in 2022 and a conditional fourth-round draft pick in 2023.

The Ottawa Senators acquired goaltender Matt Murray from the Pittsburgh Penguins for winger Jonathan Gruden and a second-round draft pick in 2020 (No. 52 overall).

The Florida Panthers acquired winger Patric Hornqvist from the Pittsburgh Penguins for defenseman Mike Matheson and forward Colton Sceviour.

The Minnesota Wild acquired center Nick Bjugstad from the Pittsburgh Penguins for a conditional seventh-round draft pick in 2021.

The Pittsburgh Penguins acquired winger Kasperi Kapanen, defenseman Jesper Lindgren and winger Pontus Aberg from the Toronto Maple Leafs for forward Filip Hallander, a first-round draft pick (No. 15 overall) in 2020, defenseman David Warsofsky and forward Evan Rodrigues.

The Buffalo Sabres acquired forward Dominik Kahun from the Pittsburgh Penguins for winger Conor Sheary and forward Evan Rodrigues.

The Pittsburgh Penguins acquired winger Patrick Marleau from the San Jose Sharks for a conditional third-round draft pick in 2021.

The Pittsburgh Penguins acquired winger Riley Barber and forward Phil Varone from the Montreal Canadiens for forward Joseph Blandisi and winger Jake Lucchini.

The Pittsburgh Penguins acquired winger Jason Zucker from the Minnesota Wild for defenseman Calen Addison, forward Alex Galchenyuk and a conditional first-round draft pick in 2020.

The Pittsburgh Penguins acquired defenseman John Nyberg from the Dallas Stars for center Oula Palve.

The Pittsburgh Penguins acquired winger Kevin Roy from the Florida Panthers for winger Ryan Haggerty.

The Chicago Blackhawks acquired forward Joseph Cramarossa from the Pittsburgh Penguins for forward Graham Knott.

The Anaheim Ducks acquired defenseman Erik Gudbranson from the Pittsburgh Penguins for winger Andreas Martinsen and a seventh-round draft pick in 2021.

The Pittsburgh Penguins acquired defenseman John Marino from the Edmonton Oilers for a conditional sixth-round draft pick in 2021.

The Arizona Coyotes acquired winger Phil Kessel, defenseman Dane Birks and a fourth-round draft pick in 2021 from the Pittsburgh Penguins for forward Alex Galchenyuk and defenseman Pierre-Olivier Joseph.

The Chicago Blackhawks acquired defenseman Olli Maatta from the Pittsburgh Penguins for winger Dominik Kahun and a fifth-round draft pick in 2019 (No. 151 overall).

The Pittsburgh Penguins acquired defenseman Chris Wideman from the Florida Panthers for forward Jean-Sebastien Dea

The Pittsburgh Penguins acquired defenseman Erik Gudbranson from the Vancouver Canucks for winger Tanner Pearson.

The Pittsburgh Penguins acquired defenseman Blake Siebenaler from the Columbus Blue Jackets for a conditional seventh-round draft pick in 2019.

The Pittsburgh Penguins acquired forwards Nick Bjugstad and Jared McCann from the Florida Panthers for center Derick Brassard, forward Riley Sheahan, a second-round draft pick in 2019 and two fourth-round draft picks in 2019.

The Dallas Stars acquired defenseman Jamie Oleksiak from the Pittsburgh Penguins for a fourth-round draft pick in 2019.

The Anaheim Ducks acquired forward Derek Grant from the Pittsburgh Penguins for forward Joseph Blandisi.

The Ottawa Senators acquired defenseman Stefan Elliott and winger Tobias Lindberg from the Pittsburgh Penguins for forward Ben Sexton and defenseman Macoy Erkamps.

The Anaheim Ducks acquired winger Daniel Sprong from the Pittsburgh Penguins for defenseman Marcus Pettersson.

The Pittsburgh Penguins acquired winger Tanner Pearson from the Los Angeles Kings for winger Carl Hagelin.

The Buffalo Sabres acquired winger Conor Sheary and defenseman Matt Hunwick from the Pittsburgh Penguins for a conditional fourth-round draft pick in 2019.

The Pittsburgh Penguins acquired forward Josh Jooris from the Carolina Hurricanes for forward Greg McKegg.

In a three-team trade, the Pittsburgh Penguins acquired center Derick Brassard, forward Vincent Dunn and a third-round draft pick in 2018 from the Ottawa Senators, and winger Tobias Lindberg from the Vegas Golden Knights; the Senators acquired goaltender Filip Gustavsson, defenseman Ian Cole, a first-round draft pick in 2018 and third-round draft pick in 2019 from Pittsburgh, and the Golden Knights acquired winger Ryan Reaves and a fourth-round draft pick in 2018 from Pittsburgh.

The Pittsburgh Penguins acquired defenseman Jamie Oleksiak from the Dallas Stars for a conditional fourth-round draft pick in 2019.

The Pittsburgh Penguins acquired goaltender Michael Leighton and a fourth-round draft pick in 2019 from the Arizona Coyotes for winger Josh Archibald, goaltender Sean Maguire and a sixth-round draft pick in 2019.

The Pittsburgh Penguins acquired center/winger Riley Sheahan and a fifth-round draft pick in 2018 from the Detroit Red Wings for winger Scott Wilson and a third-round draft pick in 2018.

The Vancouver Canucks acquired defenseman Derrick Pouliot from the Pittsburgh Penguins for defenseman Andrey Pedan and a fourth-round draft pick in 2018.

The Pittsburgh Penguins acquired winger Ryan Reaves and a second-round draft pick (No. 51 overall) in 2017 from the St. Louis Blues for center Oskar Sundqvist and a first-round draft pick (No. 31 overall) in 2017.

The Pittsburgh Penguins acquired defenseman Mark Streit from the Tampa Bay Lightning for a fourth-round draft pick in 2018.

The Toronto Maple Leafs acquired forward Eric Fehr, defenseman Steve Oleksy and a fourth-round draft pick in 2017 from the Pittsburgh Penguins for defenseman Frank Corrado.

The Pittsburgh Penguins acquired defenseman Ron Hainsey from the Carolina Hurricanes for winger Danny Kristo and a second-round draft pick in 2017.

The St. Louis Blues acquired defenseman Reid McNeill from the Pittsburgh Penguins for winger Danny Kristo.

The Ottawa Senators acquired goaltender Mike Condon from the Pittsburgh Penguins for a fifth-round draft pick in 2017.

The New Jersey Devils acquired winger Beau Bennett from the Pittsburgh Penguins for a third-round draft pick in 2016.

The Pittsburgh Penguins acquired forwards Dustin Jeffrey and Dan O'Donoghue, plus defenseman James Melindy from the Arizona Coyotes for forward Matia Marcantuoni.

The Arizona Coyotes acquired winger Sergei Plotnikov from the Pittsburgh Penguins for forward Matthias Plachta and a conditional seventh-round draft pick in 2017.

The Pittsburgh Penguins acquired defenseman Justin Schultz from the Edmonton Oilers for a third-round draft pick in 2016.

The Pittsburgh Penguins acquired winger Carl Hagelin from the Anaheim Ducks for winger David Perron and defenseman Adam Clendening.

The Pittsburgh Penguins acquired defenseman Trevor Daley from the Chicago Blackhawks for defenseman Rob Scuderi.

The Vancouver Canucks acquired center Brandon Sutter and a third-round draft pick in 2016 from the Pittsburgh Penguins for center Nick Bonino, defenseman Adam Clendening and a second-round draft pick in 2016.

The Pittsburgh Penguins acquired winger Phil Kessel, defenseman Tim Erixon, forward Tyler Biggs and a conditional second-round draft pick in 2016 from the Toronto Maple Leafs for forward Nick Spaling, winger Kasperi Kapanen, defenseman Scott Harrington, a conditional first-round draft pick in 2016 (lottery protected) and third-round draft pick in 2016.

The Anaheim Ducks acquired defenseman Simon Despres from the Pittsburgh Penguins for defenseman Ben Lovejoy

The Pittsburgh Penguins acquired defenseman Ian Cole from the St. Louis Blues for defenseman Robert Bortuzzo and a seventh-round draft pick in 2016.

The Pittsburgh Penguins acquired forward Daniel Winnik from the Toronto Maple Leafs for forward Zach Sill, a fourth-round draft pick in 2015 and second-round draft pick in 2016.

The Pittsburgh Penguins acquired center Maxim Lapierre from the St. Louis Blues for center Marcel Goc.

The Pittsburgh Penguins acquired winger David Perron from the Edmonton Oilers for winger Rob Klinkhammer and a first-round draft pick in 2015

The Pittsburgh Penguins acquired winger Rob Klinkhammer and a conditional fifth-round draft pick in 2016 from the Arizona Coyotes for defenseman Philip Samuelsson.

The Nashville Predators acquired winger James Neal from the Pittsburgh Penguins for winger Patric Hornqvist and forward Nick Spaling.