| Player | Team | Action | Details | |
|---|---|---|---|---|
| Kolten Wong | Hill Valley Preservation Society | DROP | to FA | 4:05 pm, 1/23/20 |
| Anthony Santander | Purple Cobras | DROP | to FA | 2:11 am, 1/23/20 |
| Bradley Zimmer | Purple Cobras | DROP | to FA | 2:11 am, 1/23/20 |
| Austin Dean | The Bluth Company | DROP | to FA | 10:54 am, 11/21/19 |
| Drew Smyly | Scranton Yankees | DROP | to FA | 12:56 am, 10/6/19 |
| Leury Garcia | Shaolin Schmeckles | DROP | to FA | 5:44 pm, 10/4/19 |
| Yasmany Tomas | Scranton Yankees | DROP | to FA | 5:28 pm, 10/4/19 |
| Miguel Rojas | Scranton Yankees | DROP | to FA | 5:27 pm, 10/4/19 |
| Wade Davis | Bullet Club | DROP | to FA | 6:31 pm, 10/3/19 |
| Jamie Barria | Bullet Club | DROP | to FA | 6:30 pm, 10/3/19 |
| Martin Perez | Bullet Club | DROP | to FA | 6:29 pm, 10/3/19 |
| Yadier Molina | Shaolin Schmeckles | DROP | to FA | 2:39 pm, 10/3/19 |
| Shane Greene | Ye Olde Tom Toolshed | DROP | to FA | 10:10 am, 10/3/19 |
| Isan Diaz | Hill Valley Preservation Society | DROP | to FA | 7:55 am, 10/3/19 |
| Travis Shaw | Hill Valley Preservation Society | DROP | to FA | 7:55 am, 10/3/19 |
| Wade Miley | The Bluth Company | DROP | to FA | 5:46 pm, 9/29/19 |
| Adam Plutko | Purple Cobras | DROP | to FA | 2:39 am, 9/29/19 |
| Mauricio Dubon | Ye Olde Tom Toolshed | DROP | to FA | 9:27 am, 9/27/19 |
| Brian Dozier | Ye Olde Tom Toolshed | DROP | to FA | 9:27 am, 9/27/19 |
| Rich Hill | The Bluth Company | DROP | to FA | 11:07 pm, 9/25/19 |
| Mike Fiers | The Bluth Company | DROP | to FA | 11:07 pm, 9/25/19 |
| Nick Markakis | The Bluth Company | DROP | to FA | 11:07 pm, 9/25/19 |
| Matt Beaty | The Bluth Company | DROP | to FA | 11:07 pm, 9/25/19 |
| Mike Brosseau | Purple Cobras | DROP | to FA | 7:44 am, 9/25/19 |
| J.A. Happ | Supreme Clientele | DROP | to FA | 2:18 pm, 9/23/19 |