President of baseball ops: Theo Epstein · GM: Jed Hoyer
2020: made playoffs · 34–26. Ranks are vs the 30 teams that season.
Each position lists its starter then backups by games (so platoons & bench show). Starters (mound) & bullpen (left, foul territory) are ranked by WAR; ★ marks the closer (most save chances). MLB Stats API.
| Player | Age | Service | G | fWAR | Salary $M | Surplus $M |
|---|---|---|---|---|---|---|
| Yu Darvish | 33 | FA-elig | 12 | 2.9 | 22.0 | -0.5 |
| Ian Happ | 25 | pre-arb | 57 | 2.0 | 0.2 | +14.2 |
| Kyle Hendricks | 30 | FA-elig | 12 | 1.9 | 12.0 | +1.8 |
| Willson Contreras | 28 | arb | 57 | 1.7 | 4.5 | +7.8 |
| Jason Heyward | 30 | FA-elig | 50 | 1.6 | 21.0 | -9.1 |
| Anthony Rizzo | 30 | FA-elig | 58 | 1.0 | 16.5 | -9.5 |
| Javier Báez | 27 | FA-elig | 59 | 0.7 | 10.0 | -4.9 |
| Adbert Alzolay | 25 | pre-arb | 6 | 0.5 | 0.0 | +3.9 |
| Kyle Schwarber | 27 | arb | 59 | 0.5 | 7.0 | -3.1 |
| Rowan Wick | 27 | pre-arb | 19 | 0.5 | 0.2 | +3.4 |
| Nico Hoerner | 23 | pre-arb | 48 | 0.5 | 0.2 | +3.3 |
| Tyler Chatwood | 30 | FA-elig | 5 | 0.4 | 13.0 | -9.9 |
| Jason Kipnis | 33 | FA-elig | 44 | 0.4 | 0.1 | +2.7 |
| Ryan Tepera | 32 | arb | 21 | 0.3 | 0.9 | +1.4 |
| Victor Caratini | 26 | pre-arb | 44 | 0.3 | 0.2 | +1.8 |
| Jon Lester | 36 | FA-elig | 12 | 0.2 | 20.0 | -18.4 |
| Billy Hamilton↔ NYM | 29 | FA-elig | 14 | 0.2 | 0.1 | +1.5 |
| Jeremy Jeffress | 32 | FA-elig | 22 | 0.2 | 0.8 | +0.5 |
| Jose Quintana | 31 | FA-elig | 4 | 0.2 | 10.5 | -9.3 |
| Cameron Maybin↔ DET | 33 | FA-elig | 18 | 0.2 | 0.8 | +0.3 |
| David Bote | 27 | pre-arb | 45 | 0.2 | 1.0 | +0.2 |
| Alec Mills | 28 | pre-arb | 12 | 0.1 | 0.2 | +0.8 |
| Kris Bryant | 28 | arb | 34 | 0.1 | 18.6 | -17.6 |
| Josh Osich↔ BOS | 31 | arb | 4 | 0.1 | 0.2 | +0.7 |
| Craig Kimbrel | 32 | FA-elig | 18 | 0.1 | 16.0 | -15.3 |
| Jason Adam | 28 | pre-arb | 13 | 0.1 | 0.1 | +0.6 |
| Ildemaro Vargas↔ ARI | 28 | pre-arb | 6 | 0.1 | 0.0 | +0.5 |
| Matt Dermody | 29 | pre-arb | 1 | 0.0 | 0.0 | +0.1 |
| James Norwood | 26 | pre-arb | 3 | 0.0 | 0.2 | -0.2 |
| Ian Miller | 28 | pre-arb | 1 | 0.0 | 0.0 | -0.0 |
| Colin Rea | 29 | pre-arb | 9 | -0.0 | 0.1 | -0.2 |
| Hernán Pérez | 29 | FA-elig | 3 | -0.0 | 0.1 | -0.2 |
| Brailyn Marquez | 21 | – | 1 | -0.0 | 0.0 | -0.2 |
| Duane Underwood Jr. | 25 | pre-arb | 17 | -0.0 | 0.2 | -0.5 |
| Andrew Chafin↔ ARI | 30 | FA-elig | 4 | -0.0 | 0.8 | -1.1 |
| Patrick Wisdom | 28 | pre-arb | 2 | -0.0 | 0.0 | -0.3 |
| Dillon Maples | 28 | pre-arb | 2 | -0.0 | 0.0 | -0.4 |
| Dan Winkler | 30 | arb | 18 | -0.1 | 0.8 | -1.4 |
| Rex Brothers | 32 | arb | 3 | -0.1 | 0.1 | -0.8 |
| Brad Wieck | 28 | pre-arb | 1 | -0.1 | 0.2 | -1.0 |
| Steven Souza Jr. | 31 | FA-elig | 11 | -0.1 | 1.0 | -1.8 |
| Tyson Miller | 24 | – | 2 | -0.1 | 0.0 | -1.0 |
| Albert Almora Jr. | 26 | arb | 28 | -0.1 | 1.6 | -2.6 |
| Josh Phegley | 32 | arb | 11 | -0.2 | 0.2 | -1.7 |
| Casey Sadler↔ SEA | 29 | – | 10 | -0.2 | 0.1 | -1.6 |
| Kyle Ryan | 28 | FA-elig | 18 | -0.4 | 1.0 | -3.6 |
| José A. Martínez↔ TBR | 31 | – | 10 | -0.5 | – | – |
| Player | fWAR |
|---|---|
| Jason Kipnis | 0.4 |
| Ryan Tepera | 0.3 |
| Billy Hamilton | 0.2 |
| Jeremy Jeffress | 0.2 |
| Cameron Maybin | 0.2 |
| Josh Osich | 0.1 |
| Player | 2019 fWAR |
|---|---|
| Cole Hamels | 2.5 |
| Nick Castellanos | 1.8 |
| Addison Russell | 1.0 |
| Brandon Kintzler | 0.9 |
| Steve Cishek | 0.2 |
| Robel García | 0.1 |
What the front office was committed to as of 2020, 2020–2026. Guaranteed $ are contract commitments signed by 2020; arbitration & free-agent years are projected from service time. Hover a figure for its luxury-tax (CBT) & actual-cash values.
| Player | Age | Svc | 2020 | 2021 | 2022 | 2023 | 2024 | 2025 | 2026 |
|---|---|---|---|---|---|---|---|---|---|
| Yu Darvish | 33 | 8.000 | $22.0M | FREE AGENT | |||||
| Jason Heyward | 30 | 10.000 | $21.0M | FREE AGENT | |||||
| Jon Lester | 36 | 13.075 | $20.0M | FREE AGENT | |||||
| Anthony Rizzo | 30 | 7.168 | $16.5M | FREE AGENT | |||||
| Craig Kimbrel | 32 | 8.161 | $16.0M | FREE AGENT | |||||
| Tyler Chatwood | 30 | 8.039 | $13.0M | FREE AGENT | |||||
| Jose Quintana | 31 | 7.133 | $10.5MCLUB | FREE AGENT | |||||
| Steven Souza Jr. | 31 | 6.000 | $1.0M | FREE AGENT | |||||
| Jeremy Jeffress | 32 | 6.090 | $850k | FREE AGENT | |||||
| Cameron Maybin | 33 | 10.059 | $844k | FREE AGENT | |||||
| Jason Kipnis | 33 | 8.069 | $100k | FREE AGENT | |||||
| Billy Hamilton | 29 | 6.028 | $77k | FREE AGENT |
| Player | Age | Svc | 2020 | 2021 | 2022 | 2023 | 2024 | 2025 | 2026 |
|---|---|---|---|---|---|---|---|---|---|
| Kris Bryant | 28 | 4.171 | $18.6M | ARB 3 | FREE AGENT | ||||
| Kyle Hendricks | 30 | 5.081 | $12.0M | FREE AGENT | |||||
| Javier Báez | 27 | 4.089 | $10.0M | ARB 3 | FREE AGENT | ||||
| Kyle Schwarber | 27 | 4.086 | $7.0M | ARB 3 | FREE AGENT | ||||
| Willson Contreras | 28 | 3.108 | $4.5M | ARB 2 | ARB 3 | FREE AGENT | |||
| Albert Almora Jr. | 26 | 3.073 | $1.6M | ARB 2 | ARB 3 | FREE AGENT | |||
| Ryan Tepera | 32 | 4.008 | $900k | ARB 3 | FREE AGENT | ||||
| Andrew Chafin | 30 | 5.020 | $812k | FREE AGENT | |||||
| Dan Winkler | 30 | 4.063 | $750k | ARB 3 | FREE AGENT | ||||
| Josh Phegley | 32 | 5.087 | $210k | FREE AGENT | |||||
| Josh Osich | 31 | 3.119 | $200k | ARB 2 | ARB 3 | FREE AGENT | |||
| Hernán Pérez | 29 | 5.056 | $100k | FREE AGENT | |||||
| Rex Brothers | 32 | 4.091 | $83k | ARB 3 | FREE AGENT | ||||
| José A. Martínez | 31 | 4.000 | — | ARB 3 | FREE AGENT |
| Player | Age | Svc | 2020 | 2021 | 2022 | 2023 | 2024 | 2025 | 2026 |
|---|---|---|---|---|---|---|---|---|---|
| Kyle Ryan | 28 | 2.139 | $975k | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | ||
| David Bote | 27 | 1.100 | $960k | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | |
| Ian Happ | 25 | 2.036 | $231k | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | ||
| Victor Caratini | 26 | 2.051 | $219k | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | ||
| Brad Wieck | 28 | 0.125 | $212k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Rowan Wick | 27 | 0.114 | $212k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Alec Mills | 28 | 0.097 | $211k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Nico Hoerner | 23 | 0.021 | $209k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Duane Underwood Jr. | 25 | 0.044 | $209k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| James Norwood | 26 | 0.070 | $209k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Colin Rea | 29 | 2.140 | $134k | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | ||
| Jason Adam | 28 | 0.147 | $109k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Casey Sadler | 29 | 1.035 | $75k | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | |
| Adbert Alzolay | 25 | 0.019 | $37k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Dillon Maples | 28 | 0.117 | $25k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Ildemaro Vargas | 28 | 1.028 | $17k | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT | |
| Matt Dermody | 29 | 0.100 | $9k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Patrick Wisdom | 28 | 0.044 | $6k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Ian Miller | 28 | 0.029 | $6k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Tyson Miller | 24 | 0.000 | $6k | Pre-Arb | Pre-Arb | ARB 1 | ARB 2 | ARB 3 | FREE AGENT |
| Brailyn Marquez | 21 | – | $3k |
Every roster slot ranked best→worst by WAR. Bars = Cubs 2020; the black line = the league-average player at each slot that season. Staying above the line deep into the roster is the depth edge; dropping below it = holes & dead weight.
| Regime | Seasons | Win % | Playoff % | Pennant % | WS % |
|---|---|---|---|---|---|
| WINDOW | 289 | 52.2 | 30.1 | 4.8 | 1.0 |
| CONTEND | 311 | 56.8 | 63.0 | 19.3 | 10.3 |
| FORCED-SPEND | 260 | 47.9 | 8.8 | 1.2 | 1.2 |
| REBUILD | 328 | 43.3 | 1.2 | 0.3 | 0.3 |
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