| Week | Add | Drop |
| Pre-Season |
Round 1: SP Luis Gil - NYA Round A: SP Shota Imanaga - ChN Round B: 2B Luis Arraez - SD |
Round 1: C Austin Wells - NYA Round A: 3B Andruw Monasterio - Mil Round B: RP Felix Bautista - Bal |
| Week 1 |
Round 2: 3B Ezequiel Duran - Tex |
Round 2: SP Bailey Ober - Min |
| Week 2 |
Round 1: 1B Alex Kirilloff - Min Round 2: RP Ronel Blanco - Hou | |
| Week 3 |
Round 1: SP Christian Scott - NYN Round 2: 2B Jace Jung - Det |
Round 1: SS Gavin Lux - LAD |
| Week 4 |
Round 1: SS Blaze Alexander - Ari Round 2: 3B Orelvis Martinez - Tor |
Round 1: 1B Joey Meneses - Was Round 2: 3B Ezequiel Duran - Tex |
| Week 5 |
Round 1: OF Pete Crow-Armstrong - ChN Round 2: RP Yennier Cano - Bal |
Round 1: OF James Outman - LAD Round 2: SS Colson Montgomery - ChA |
| Week 6 |
Round 1: SP Cade Horton - ChN Round 2: SP Mason Black - SF |
Round 1: RP Yennier Cano - Bal Round 2: C Henry Davis - Pit |
| Week 7 |
Round 1: SP Robert Gasser - Mil Round 2: SS Edmundo Sosa - Phi |
Round 1: SP Mason Black - SF Round 2: OF Jung Hoo Lee - SF |
| Week 8 |
Round 1: OF Luis Matos - SF Round 2: OF Wenceel Perez - Det |
Round 1: SP Cade Horton - ChN Round 2: SS Blaze Alexander - Ari |
| Week 9 |
Round 1: 2B Michael Massey - KC Round 1: 2B Michael Massey - KC Round 2: SP Cade Povich - Bal |
Round 1: OF Pete Crow-Armstrong - ChN Round 1: OF Pete Crow-Armstrong - ChN Round 2: OF Spencer Jones - NYA |
| Week 10 |
Round 1: 1B Kris Bryant - Col Round 2: C Henry Davis - Pit |
Round 1: 1B Alex Kirilloff - Min Round 2: OF Luis Matos - SF |
| Week 11 |
Round 1: OF TJ Friedl - Cin Round 2: C Samuel Basallo - Bal |
Round 1: SP Robert Gasser - Mil Round 2: C Bo Naylor - Cle |
| Week 12 |
Round 1: SP Shane Baz - TB Round 2: 1B Spencer Horwitz - Tor |
Round 1: 2B Michael Massey - KC Round 2: C Henry Davis - Pit |
| Week 13 |
Round 1: SS Brooks Lee - Min Round 2: OF Walker Jenkins - Min |
Round 1: 1B Kris Bryant - Col Round 2: 3B Orelvis Martinez - Tor |
| Week 14 |
Round 1: 2B Michael Massey - KC |
Round 1: OF TJ Friedl - Cin |
| Week 15 |
Round 1: SS Matt Shaw - ChN Round 2: OF Parker Meadows - Det |
Round 1: SS Edmundo Sosa - Phi Round 2: SS Matt Shaw - ChN |
| Week 16 |
Round 1: 2B Travis Bazzana - Cle Round 2: SP Chase Burns - Cin |
Round 1: SP Cade Povich - Bal Round 2: OF Parker Meadows - Det |
| Week 18 |
Round 1: OF Tyler Fitzgerald - SF Round 2: SP River Ryan - LAD |
Round 1: SP Christian Scott - NYN Round 2: 2B Michael Massey - KC |
| Week 19 |
Round 1: SP Hayden Birdsong - SF |
Round 1: OF Wenceel Perez - Det |
| Week 20 |
Round 2: RP Ryan Walker - SF |
Round 2: SS Brooks Lee - Min |
| 1st Team | 2nd Team |
| Pre-Season | |
| Seventh Inning Stretch | Tennessee Smokies |
|
SP
Paul Skenes
Pit |
Round 5, 6th Pick (SP Bailey Ober Min) |
| Pre-Season | |
| Seventh Inning Stretch | Tennessee Smokies |
|
SS
Elly De La Cruz
Cin |
Round 1, 6th Pick (SP Bobby Miller LAD) Round 2, 6th Pick (SP Chris Sale Atl) Round 4, 6th Pick (OF Jung Hoo Lee SF) |