Jim Rutherford trades
| Anaheim Ducks acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Derek Grant | January 17, 2019 | Joseph Blandisi |  |
| Ottawa Senators acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Tobias Lindberg | December 5, 2018 | Macoy Erkamps | |
| Stefan Elliott | Ben Sexton | |||
| Anaheim Ducks acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Daniel Sprong | December 3, 2018 | Marcus Pettersson | |
| Los Angeles Kings acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Carl Hagelin | November 14, 2018 | Tanner Pearson | |
| Buffalo Sabres acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Conor Sheary | June 27, 2018 | 2019 conditional 4th round pick | |
| Matt Hunwick | ||||
| Pittsburgh Penguins acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
| Josh Jooris | February 26, 2018 | Greg McKegg |  |
| Pittsburgh Penguins acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| 2018 3rd round pick | February 23, 2018 | 2018 1st round pick | |
| Vincent Dunn | Filip Gustavsson | |||
| Derick Brassard | Ian Cole | |||
| 2019 3rd round pick | ||||
| Comment: Part of a three team trade with Las Vegas Knights where Las Vegas retains 40 per cent of Brassard's salary that season. | ||||
| Pittsburgh Penguins acquire | Date | Vegas Golden Knights acquire | ||
|---|---|---|---|---|
| Tobias Lindberg | February 23, 2018 | Ryan Reaves |  |
| 2018 4th round pick | ||||
| Comment: Part of a three team trade with Ottawa Senators involving Derick Brassard going to Pittsburgh where Las Vegas retains 40 per cent of Brassard's salary that season. | ||||
| Arizona Coyotes acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Josh Archibald | December 19, 2017 | Michael Leighton | |
| Sean Maguire | 2019 4th round pick | |||
| 2019 6th round pick | ||||
| Pittsburgh Penguins acquire | Date | Dallas Stars acquire | ||
|---|---|---|---|---|
| Jamie Oleksiak | December 19, 2017 | 2019 conditional 4th round pick |  |
| Pittsburgh Penguins acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Riley Sheahan | October 21, 2017 | Scott Wilson |  |
| 2018 5th round pick | 2018 3rd round pick | |||
| Vancouver Canucks acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Derrick Pouliot | October 3, 2017 | Andrey Pedan | |
| 2018 4th round pick | ||||
| Pittsburgh Penguins acquire | Date | St. Louis Blues acquire | ||
|---|---|---|---|---|
| Ryan Reaves | June 23, 2017 | Oskar Sundqvist |  |
| 2017 2nd round pick | 2017 1st round pick | |||
| Vegas Golden Knights acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| 2020 2nd round pick | June 21, 2017 | Expansion draft considerations | |
| Pittsburgh Penguins acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Mark Streit | March 1, 2017 | 2018 4th round pick |  |
| Toronto Maple Leafs acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Eric Fehr | March 1, 2017 | Frank Corrado | |
| Steven Oleksy | ||||
| 2017 4th round pick | ||||
| Pittsburgh Penguins acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
| Ron Hainsey | February 23, 2017 | Danny Kristo | |
| 2017 2nd round pick | ||||
| Ottawa Senators acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Mike Condon | November 2, 2016 | 2017 5th round pick | |
| New Jersey Devils acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | Beau Bennett | June 25, 2016 | 2016 3rd round pick (#77-Connor Hall) | |
| Pittsburgh Penguins acquire | Date | Arizona Coyotes acquire | ||
|---|---|---|---|---|
| James Melindy | February 29, 2016 | Matia Marcantuoni | |
| Dan O`Donoghue | ||||
| Dustin Jeffrey | ||||