| Week | Add | Drop |
| Pre-Season |
Round A: OF Jung Hoo Lee - SF |
Round A: C Danny Jansen - Tor |
| Week 1 |
Round 2: 3B Jared Triolo - Pit | |
| Week 2 |
Round 1: 2B Brice Turang - Mil Round 2: SP Javier Assad - ChN | |
| Week 3 |
Round 1: SP Matt Manning - Det |
Round 1: 1B Ryan Noda - Oak |
| Week 5 |
Round 1: OF Hunter Goodman - Col Round 2: OF Jo Adell - LAA |
Round 1: SP Gavin Williams - Cle Round 2: SP J.P. France - Hou |
| Week 6 |
Round 1: OF Jordan Beck - Col Round 2: SP Triston McKenzie - Cle |
Round 1: SP Jordan Wicks - ChN Round 2: SP Matt Manning - Det |
| Week 7 |
Round 1: SP Taj Bradley - TB |
| 1st Team | 2nd Team |
| Pre-Season | |
| Kane County Cougars | IN THE GAP |
|
SS
Bobby Witt Jr.
KC OF Wyatt Langford Tex |
3B
Manny Machado
SD SS Bo Bichette Tor |
| Pre-Season | |
| Kane County Cougars | Galatians |
|
Round 7, 3rd Pick (SP Bryan Woo Sea) |
SP
Freddy Peralta
Mil |
| Pre-Season | |
| Kane County Cougars | Dodgers |
|
Round 5, 3rd Pick (SP Bailey Ober Min) |
RP
Emmanuel Clase
Cle |
| Pre-Season | |
| Kane County Cougars | Ft Myers Bull Sharks |
|
2B
Gleyber Torres
NYA |
Round 6, 7th Pick (SS Jackson Merrill SD) |
| Pre-Season | |
| Kane County Cougars | Streaks |
|
OF
Bryan Reynolds
Pit |
SP
Chris Sale
Atl |
| Pre-Season | |
| Kane County Cougars | Galatians |
|
SP
Kyle Bradish
Bal |
Round 4, 9th Pick (SP Gavin Williams Cle) |
| Pre-Season | |
| Kane County Cougars | Galatians |
|
RP
Adbert Alzolay
ChN |
Round 9, 9th Pick (SP Jordan Wicks ChN) |
| Week 6 | |
| Kane County Cougars | Ft Myers Bull Sharks |
|
RP
Emmanuel Clase
Cle |
|
| Week 7 | |
| Kane County Cougars | Fort Wayne TinCaps |
|
SP
Aaron Nola
Phi SS Bo Bichette Tor |
SS
Trea Turner
Phi |