| Week | Add | Drop |
| Pre-Season |
Round 1: OF Brent Rooker - Oak Round 2: OF Victor Scott - StL Round A: SP Yoshinobu Yamamoto - LAD Round B: SP Kyle Harrison - SF Round C: 3B Justyn-Henry Malloy - Det Round C: OF Justyn-Henry Malloy - Det |
Round 1: SP Tyler Wells - Bal Round 2: RP Jose Leclerc - Tex Round A: C Endy Rodriguez - Pit |
| Week 1 |
Round 1: SP Jordan Hicks - SF Round 2: RP Ronel Blanco - Hou |
Round 1: OF Brent Rooker - Oak Round 2: OF Victor Scott - StL |
| Week 2 |
Round 1: OF Heston Kjerstad - Bal Round 2: OF Brenton Doyle - Col |
Round 1: 2B Brandon Drury - LAA Round 2: SP Luis Gil - NYA |
| Week 3 |
Round 1: OF Joey Loperfido - Tor Round 2: OF Edward Olivares - Pit |
Round 1: SP Hunter Brown - Hou Round 2: SP Jesus Luzardo - Mia |
| Week 4 |
Round 1: C Connor Wong - Bos Round 2: SP Yusei Kikuchi - Hou |
Round 2: OF Parker Meadows - Det |
| Week 5 |
Round 1: SP Casey Mize - Det Round 2: 2B Vaughn Grissom - Bos |
Round 1: 1B Kris Bryant - Col Round 2: OF Edward Olivares - Pit |
| Week 6 |
Round 1: SP Clayton Kershaw - LAD Round 2: OF Brent Rooker - Oak |
Round 1: 2B Colt Keith - Det Round 2: OF Brenton Doyle - Col |
| Week 7 |
Round 1: RP Yennier Cano - Bal |
Round 1: 2B Brendan Rodgers - Col |
| Week 8 |
Round 1: 3B Mark Vientos - NYN Round 2: OF Luis Matos - SF |
Round 1: RP Yennier Cano - Bal Round 2: 2B Vaughn Grissom - Bos |
| Week 9 |
Round 1: 2B Colt Keith - Det Round 1: 2B Colt Keith - Det Round 2: SP Cade Povich - Bal |
Round 1: SP Casey Mize - Det Round 1: SP Casey Mize - Det Round 2: SP Jackson Jobe - Det |
| Week 10 |
Round 1: SP Ben Brown - ChN Round 2: SP Ryan Weathers - Mia |
Round 1: SP Cade Povich - Bal Round 2: SP Ben Brown - ChN |
| Week 11 |
Round 1: SP Adam Mazur - Mia Round 2: SS Paul DeJong - KC |
Round 1: SP Cristian Javier - Hou Round 2: OF Luis Matos - SF |
| Week 12 |
Round 1: C Tyler Soderstrom - Oak Round 2: 2B Jorge Mateo - Bal |
Round 1: SP Adam Mazur - Mia Round 2: C Luis Campusano - SD Round 2: SP Ryan Weathers - Mia |
| Week 13 |
Round 1: SP Miles Mikolas - StL Round 2: 1B Spencer Horwitz - Tor |
Round 2: 2B Jorge Mateo - Bal |
| Week 14 |
Round 1: 3B Jose Miranda - Min Round 2: SP David Festa - Min |
Round 1: SS Paul DeJong - KC Round 2: RP Felix Bautista - Bal |
| Week 15 |
Round 1: SP Jackson Jobe - Det Round 2: SS Wander Franco - TB |
Round 2: C Tyler Soderstrom - Oak Round 2: SP David Festa - Min |
| Week 16 |
Round 1: OF Charlie Condon - Col Round 2: 3B Tyler Locklear - Sea |
Round 1: SP Miles Mikolas - StL Round 2: 2B Miguel Vargas - ChA |
| Week 18 |
Round 1: RP Chad Green - Tor Round 2: SP River Ryan - LAD |
Round 1: 1B Andrew Vaughn - ChA Round 2: RP Evan Phillips - LAD Round 2: OF Joey Loperfido - Tor |
| Week 19 |
Round 1: 2B Miguel Vargas - ChA Round 2: 2B Angel Martinez - Cle |
Round 1: 3B Tyler Locklear - Sea Round 2: 2B Zack Gelof - Oak |
| Week 20 |
Round 1: SP Paul Blackburn - NYN Round 2: SP Ryne Nelson - Ari |
Round 2: SP River Ryan - LAD |
| Week 22 |
Round 1: RP Michael Kopech - LAD Round 2: OF Kristian Campbell - Bos |
Round 1: 2B Miguel Vargas - ChA Round 2: SP Paul Blackburn - NYN Round 2: 2B Angel Martinez - Cle |
| 1st Team | 2nd Team |
| Pre-Season | |
| Bad Reputation | My Bad |
|
SP
Pablo Lopez
Min |
|
| Pre-Season | |
| Bad Reputation | My Bad |
|
3B
Josh Jung
Tex |
3B
Nolan Arenado
StL |
| Pre-Season | |
| Bad Reputation | Portland Sea Dogs |
|
2B
Matt McLain
Cin |
|
| Week 4 | |
| Bad Reputation | STDS |
|
SP
Yu Darvish
SD |
2B
Brendan Rodgers
Col |
| Week 4 | |
| Bad Reputation | High Point Rockers |
|
SP
Jordan Hicks
SF SS Oneil Cruz Pit RP Alexis Diaz Cin |
1B
Paul Goldschmidt
StL OF Kyle Schwarber Phi 2B Zack Gelof Oak |
| Week 4 | |
| Bad Reputation | Portland Sea Dogs |
|
OF
Dylan Crews
Was |
C
Luis Campusano
SD |
| Week 10 | |
| Bad Reputation | STDS |
|
OF
Heston Kjerstad
Bal OF James Wood Was |
SP
Chris Sale
Atl 2B Miguel Vargas LAD |
| Week 17 | |
| Bad Reputation | Twins Rock |
|
Round 1, 12th Pick (RP Raisel Iglesias Atl) |
SP
Kevin Gausman
Tor SP Chris Bassitt Tor |
| Week 17 | |
| Bad Reputation | Twins Rock |
|
SP
Jackson Jobe
Det |
OF
Nick Castellanos
Phi |