Jim Rutherford

Ottawa Senators acquire Date Pittsburgh Penguins acquire
Matt Murray
October 7, 2020
Jonathan Gruden
 2020 2nd round pick
Pittsburgh Penguins acquire Date Florida Panthers acquire
Colton Sceviour
 Mike Matheson
September 24, 2020
Patric Hornqvist
Minnesota Wild acquire Date Pittsburgh Penguins acquire
Nick Bjugstad
September 11, 2020
2021 conditional 7th round pick
Comment: The condition on the pick is dependent on the number of games that Bjugstad plays the following season for the Wild.
Pittsburgh Penguins acquire Date Toronto Maple Leafs acquire
Kasperi Kapanen
 Pontus Aberg
 Jesper Lindgren
August 25, 2020
2020 1st round pick
 Evan Rodrigues
 Filip Hallander
 David Warsofsky
Pittsburgh Penguins acquire Date Buffalo Sabres acquire
Conor Sheary
 Evan Rodrigues
February 24, 2020
Dominik Kahun
Pittsburgh Penguins acquire Date San Jose Sharks acquire
Patrick Marleau
February 24, 2020
2021 conditional 3rd round pick
Comment: 3rd pick becomes a 2nd rounder if the Penguins win the Stanley Cup.
Montreal Canadiens acquire Date Pittsburgh Penguins acquire
Jake Lucchini
 Joseph Blandisi
February 20, 2020
Phil Varone
 Riley Barber
Pittsburgh Penguins acquire Date Minnesota Wild acquire
Jason Zucker
February 10, 2020
2020 conditional 1st round pick
 Calen Addison
 Alex Galchenyuk
Comment: Minnesota will receive Pittsburgh's own 1st round pick in the 2020 draft if the Penguins make the Stanley Cup Playoffs. If Pittsburgh does not qualify for the postseason, it will have the option to instead give Minnesota its 1st round pick in 2021. The option will expire at 5 p.m. ET on June 1 2020.
Pittsburgh Penguins acquire Date Dallas Stars acquire
John Nyberg
January 17, 2020
Oula Palve
Pittsburgh Penguins acquire Date Florida Panthers acquire
Kevin Roy
December 17, 2019
Ryan Haggerty
Chicago Blackhawks acquire Date Pittsburgh Penguins acquire
Joseph Cramarossa
November 20, 2019
Graham Knott
Anaheim Ducks acquire Date Pittsburgh Penguins acquire
Erik Gudbranson
October 25, 2019
Andreas Martinsen
 2021 7th round pick
Pittsburgh Penguins acquire Date Edmonton Oilers acquire
John Marino
July 26, 2019
2021 conditional 6th round pick
Pittsburgh Penguins acquire Date Arizona Coyotes acquire
Alex Galchenyuk
 Pierre-Olivier Joseph
June 29, 2019
Phil Kessel
 Dane Birks
 2021 4th round pick
Chicago Blackhawks acquire Date Pittsburgh Penguins acquire
Olli Maatta
June 15, 2019
Dominik Kahun
 2019 5th round pick
Pittsburgh Penguins acquire Date Vancouver Canucks acquire
Erik Gudbranson
February 25, 2019
Tanner Pearson
Pittsburgh Penguins acquire Date Florida Panthers acquire
Jean-Sebastien Dea
February 25, 2019
Chris Wideman
Pittsburgh Penguins acquire Date Columbus Blue Jackets acquire
Blake Siebenaler
February 11, 2019
2019 conditional 7th round pick
Pittsburgh Penguins acquire Date Florida Panthers acquire
Jared McCann
 Nick Bjugstad
February 1, 2019
2019 4th round pick
 2019 2nd round pick
 Riley Sheahan
 Derick Brassard
 2019 4th round pick
Dallas Stars acquire Date Pittsburgh Penguins acquire
Jamie Oleksiak
January 28, 2019
2019 4th round pick