Feb 20, 2020 | Montreal Canadiens Acquire:
 Sum: $0$1,492,500$270,000 Change: $0+$92,500+$270,000 |  | Pittsburgh Penguins Acquire:
 Sum: $0$1,400,000$750,000 Change: $0-$92,500+$750,000 |
| Feb 10, 2020 | Minnesota Wild Acquire:
 2020 conditional 1st round pick* (PIT) *Conditions: If Pittsburgh misses the 2019-20 playoffs, Pittsburgh has the option to send their 2021 1st round pick instead. Sum: $4,900,000$5,709,166$4,970,000 Change: -$600,000+$209,166+$4,970,000 | | Pittsburgh Penguins Acquire:
Sum: $5,500,000$5,500,000$6,250,000 Change: +$600,000-$209,166+$6,250,000 |
| Jan 17, 2020 | Dallas Stars Acquire:
 Sum: $0$792,500$70,000 Change: $0+$47,500+$70,000 | | Pittsburgh Penguins Acquire:
Sum: $0$745,000$70,000 Change: $0-$47,500+$70,000 |
| Dec 17, 2019 | Florida Panthers Acquire:
 Sum: $0$675,000$100,000 Change: $0-$175,000+$100,000 | | Pittsburgh Penguins Acquire:
Sum: $0$850,000$300,000 Change: $0+$175,000+$300,000 |
| Nov 20, 2019 | Chicago Blackhawks Acquire:
 Sum: $0$700,000$125,000 Change: $0-$28,333+$125,000 | | Pittsburgh Penguins Acquire:
Sum: $0$728,333$70,000 Change: $0+$28,333+$70,000 |
| Oct 25, 2019 | Anaheim Ducks Acquire:
 Sum: $4,000,000$4,000,000$4,500,000 Change: +$4,000,000+$3,250,000+$4,500,000 | | Pittsburgh Penguins Acquire:
2021 7th round pick (ANA) Sum: $0$750,000$250,000 Change: -$4,000,000-$3,250,000+$250,000 |
| Jul 26, 2019 | Edmonton Oilers Acquire:
 2021 conditional 6th round pick* (PIT) *Conditions: Pick is transferred if Marino signs an ELC prior to the 2021 draft, or if Pittsburgh were to trade his rights to another team prior to the 2021 draft.
Result: Marino signed an entry level contract. Edmonton recieves the 2021 6th round pick. Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: $0$0$0 |
| Jun 29, 2019 | Arizona Coyotes Acquire:
 2021 4th round pick (PIT) Sum: $6,800,000$7,555,000$6,010,000 Change: +$1,900,000+$1,791,667+$6,010,000 | | Pittsburgh Penguins Acquire:
Sum: $4,900,000$5,763,333$4,970,000 Change: -$1,900,000-$1,791,667+$4,970,000 |
| Jun 22, 2019 | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: $0$0$0 | | San Jose Sharks Acquire:
 2020 7th round pick (PIT) Sum: $0$0$0 Change: $0$0$0 |
| Jun 22, 2019 | Arizona Coyotes Acquire:
2019 5th round pick (TBL - #151 - Aku Räty) Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: $0$0$0 |
| Jun 15, 2019 | Chicago Blackhawks Acquire:
Sum: $4,083,333$4,083,333$4,083,300 Change: +$3,158,333+$3,158,333+$4,083,300 | | Pittsburgh Penguins Acquire:
2019 5th round pick (TBL - #151 - Aku Räty) Sum: $925,000$925,000$925,000 Change: -$3,158,333-$3,158,333+$925,000 |
| Feb 25, 2019 | Florida Panthers Acquire:
Sum: $0$650,000$200,000 Change: $0-$350,000+$200,000 | | Pittsburgh Penguins Acquire:
Sum: $0$1,000,000$1,000,000 Change: $0+$350,000+$1,000,000 |
| Feb 25, 2019 | Pittsburgh Penguins Acquire:
Sum: $4,000,000$4,000,000$4,500,000 Change: +$250,000+$250,000+$4,500,000 | | Vancouver Canucks Acquire:
 Sum: $3,750,000$3,750,000$3,800,000 Change: -$250,000-$250,000+$3,800,000 |
| Feb 11, 2019 | Columbus Blue Jackets Acquire:
 *Conditions: Pick is transferred to Columbus if Siebenaler plays in 10 games for Pittsburgh
*Result: Condition was not met. Pittsburgh retains the 2019 7th round pick. Sum: $0$0$0 Change: $0-$695,000$0 | | Pittsburgh Penguins Acquire:
Sum: $0$695,000$70,000 Change: $0+$695,000+$70,000 |
| Feb 1, 2019 | Florida Panthers Acquire:
Sum: $5,100,000$5,100,000$4,200,000 Change: -$250,000-$250,000+$4,200,000 | | Pittsburgh Penguins Acquire:
Sum: $5,350,000$5,350,000$5,550,000 Change: +$250,000+$250,000+$5,550,000 |
| Jan 28, 2019 | Dallas Stars Acquire:
Sum: $2,137,500$2,137,500$1,950,000 Change: +$2,137,500+$2,137,500+$1,950,000 | | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: -$2,137,500-$2,137,500$0 |
| Jan 17, 2019 | Anaheim Ducks Acquire:
Sum: $650,000$650,000$650,000 Change: +$650,000-$30,000+$650,000 | | Pittsburgh Penguins Acquire:
Sum: $0$680,000$135,000 Change: -$650,000+$30,000+$135,000 |
| Dec 5, 2018 | Ottawa Senators Acquire:
 Sum: $0$1,300,000$305,000 Change: $0-$80,000+$305,000 | | Pittsburgh Penguins Acquire:
Sum: $0$1,380,000$225,000 Change: $0+$80,000+$225,000 |
| Dec 3, 2018 | Anaheim Ducks Acquire:
Sum: $750,000$750,000$750,000 Change: -$44,167-$44,167-$82,500 | | Pittsburgh Penguins Acquire:
Sum: $794,167$794,167$832,500 Change: +$44,167+$44,167+$82,500 |
| Nov 14, 2018 | Los Angeles Kings Acquire:
 Carl Hagelin ($250,000 retained - 6.3%) · $3,750,000$3,750,000$3,436,875 Sum: $3,750,000$3,750,000$3,436,875 Change: $0$0-$363,125 | | Pittsburgh Penguins Acquire:
Sum: $3,750,000$3,750,000$3,800,000 Change: $0$0+$363,125 |
| Jun 27, 2018 | Buffalo Sabres Acquire:
 Sum: $5,250,000$5,250,000$5,500,000 Change: +$5,250,000+$5,250,000+$5,500,000 | | Pittsburgh Penguins Acquire:
*Conditions: If Sheary scores 20 goals or totals 40 points or if Hunwick is traded before the 2019 draft, Pittsburgh upgrades to a 2019 3rd round pick.
Result: Condition not met. Pittsburgh receives the 2019 4th round pick. Sum: $0$0$0 Change: -$5,250,000-$5,250,000$0 |
| Jun 23, 2018 | Colorado Avalanche Acquire:
 Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: $0$0$0 |
| Jun 23, 2018 | Pittsburgh Penguins Acquire:
Sum: $0$0$0 Change: $0$0$0 | | Vegas Golden Knights Acquire:
 Sum: $0$0$0 Change: $0$0$0 |
| Feb 26, 2018 | Carolina Hurricanes Acquire:
 Sum: $0$650,000$250,000 Change: -$775,000-$125,000-$525,000 | | Pittsburgh Penguins Acquire:
Sum: $0$775,000$775,000 Change: $0+$125,000+$525,000 |
