January 09, 2020

Pirates  designate Pablo Reyes for assignment

Pirates  sign Guillermo Heredia as a free agent

January 27, 2020

January 31, 2020

Pirates  sign Derek Holland

Pirates  sign JT Riddle as a free agent

Pirates  sign Robbie Erlin

February 13, 2020

Pirates  place Jameson Taillon on the injured list

Pirates  sign Jarrod Dyson as a free agent

June 28, 2020

Pirates  place Chris Archer on the injured list

June 29, 2020

Pirates  place Chris Archer on the injured list

July 16, 2020

Pirates  place Keone Kela on the injured list

July 20, 2020

Pirates  place Gregory Polanco on the injured list

July 23, 2020

Pirates  place Luke Maile on the injured list

Pirates  place JT Riddle on the injured list

July 28, 2020

Pirates  place Clay Holmes on the injured list

Pirates  place Kyle Crick on the injured list

August 02, 2020

Pirates  place Michael Feliz on the injured list

Pirates  place Mitch Keller on the injured list

Pirates  designate Robbie Erlin for assignment

August 09, 2020

Pirates  place Phillip Evans on the injured list

August 11, 2020

Pirates  place Joe Musgrove on the injured list

August 13, 2020

Pirates  designate Miguel Del Pozo for assignment

August 18, 2020

Pirates  place Yacksel Rios on the injured list

August 24, 2020

Pirates  designate Guillermo Heredia for assignment

August 26, 2020

Austin Davis traded from Phillies  to Pirates 

August 27, 2020

Pirates  place Colin Moran on the injured list

Pirates  place Keone Kela on the injured list

Pirates  place Austin Davis on the injured list

August 28, 2020

Jarrod Dyson traded from Pirates  to White Sox 

September 02, 2020

Pirates  designate Carson Fulmer for assignment

September 05, 2020

Pirates  sign Jandel Gustave

September 06, 2020

Pirates  place Anthony Alford on the injured list

September 14, 2020

Pirates  place Kyle Crick on the injured list

September 17, 2020

Pirates  place Cole Tucker on the injured list

September 20, 2020

Pirates  place Kevin Newman on the injured list

September 21, 2020

Pirates  place Jason Martin on the injured list

September 26, 2020

Pirates  place Cole Tucker on the injured list

September 27, 2020

Pirates  place Jacob Stallings on the injured list

October 01, 2020

Pirates  designate JT Riddle for assignment

October 28, 2020

Keone Kela became a free agent

Derek Holland became a free agent

October 31, 2020

Chris Archer became a free agent

November 20, 2020

Pirates  designate Trevor Williams for assignment

November 25, 2020

Pirates  designate Will Craig for assignment

December 02, 2020

Clay Holmes became a free agent

December 07, 2020

Pirates  sign Clay Holmes as a free agent

December 10, 2020

Luis Oviedo traded from Mets  to Pirates 

December 24, 2020