| Week | Add | Drop |
| Pre-Season |
Round 1: SP Kyle Gibson - StL Round 2: SP Martin Perez - SD Round A: SP Ryan Pepiot - TB | |
| Week 1 |
Round 1: C Travis d'Arnaud - Atl Round 2: OF Starling Marte - NYN | |
| Week 2 |
Round 1: SP Tyler Anderson - LAA Round 2: OF Joey Gallo - Was | |
| Week 3 |
Round 1: 3B Oliver Dunn - Mil Round 2: OF Brandon Marsh - Phi |
Round 1: 3B Andruw Monasterio - Mil |
| Week 4 |
Round 1: OF Jesse Winker - NYN |
Round 1: OF Adam Duvall - Atl |
| Week 5 |
Round 1: 1B Miguel Sano - LAA Round 2: SS Zach Neto - LAA |
Round 1: 3B Oliver Dunn - Mil Round 2: SS Tim Anderson - Mia |
| Week 6 |
Round 1: 3B Nick Senzel - ChA |
Round 1: 1B Miguel Sano - LAA |
| Week 7 |
Round 1: OF Mike Tauchman - ChN |
Round 1: 3B Miguel Andújar - Oak |
| Week 8 |
Round 1: 1B LaMonte Wade Jr - SF Round 2: OF Lars Nootbaar - StL |
Round 1: OF Joey Gallo - Was Round 2: SP Martin Perez - SD Round 2: OF Mike Tauchman - ChN |
| Week 9 |
Round 1: RP Carlos Estevez - Phi Round 1: RP Carlos Estevez - Phi Round 2: OF Max Kepler - Min |
Round 1: RP Alex Lange - Det Round 1: RP Alex Lange - Det |
| Week 10 |
Round 1: 1B Joey Meneses - Was |
Round 1: OF Brandon Marsh - Phi |
| Week 11 |
Round 2: C Travis d'Arnaud - Atl | |
| Week 12 |
Round 1: SP Cody Poteet - NYA Round 2: C Jose Trevino - NYA |
Round 1: SP Taijuan Walker - Phi Round 2: OF Max Kepler - Min |
| Week 13 |
Round 1: SP JP Sears - Oak Round 2: SP Graham Ashcraft - Cin |
Round 1: SP Jonathan Gray - Tex |
| Week 14 |
Round 1: OF Michael Conforto - SF Round 2: SP Bailey Falter - Pit |
Round 1: OF Lars Nootbaar - StL Round 2: SP Graham Ashcraft - Cin |
| Week 15 |
Round 1: SP Jonathan Gray - Tex Round 2: 3B Eugenio Suarez - Ari |
Round 1: SP JP Sears - Oak Round 2: 3B Nick Senzel - ChA |
| Week 16 |
Round 1: 3B Anthony Rendon - LAA |
Round 1: SP Bailey Falter - Pit |
| Week 17 |
Round 2: 1B Joey Meneses - Was | |
| Week 19 |
Round 1: SP Jose Quintana - NYN Round 2: 1B Joshua Bell - Ari |
Round 2: 3B Anthony Rendon - LAA |
| Week 22 |
Round 2: SP Cody Bradford - Tex |
Round 2: SP Jonathan Gray - Tex Round 2: OF Jesse Winker - NYN |
| 1st Team | 2nd Team |
| Pre-Season | |
| The Plantation | Boognish Rising |
|
Round 4, 6th Pick (SP Brayan Bello Bos) |
OF
Randal Grichuk
Ari |
| Pre-Season | |
| The Plantation | ChiSox3 |
|
Round 3, 6th Pick (C Yainer Diaz Hou) |
SP
Patrick Sandoval
LAA |
| Pre-Season | |
| The Plantation | Boognish Rising |
|
Round 6, 6th Pick (SP Ryan Pepiot TB) |
RP
Emmanuel Clase
Cle |
| Week 16 | |
| The Plantation | The Shogun of Harlem |
|
OF
Adolis Garcia
Tex |
|
| Week 17 | |
| The Plantation | The Shogun of Harlem |
|
1B
LaMonte Wade Jr
SF |
3B
Josh Smith
Tex |