| Dominican Summer League | 2023/08/19 15:00 | DSL Pirates Black v DSL Cubs Red | W | 4-9 |
| Dominican Summer League | 2023/08/15 15:00 | DSL Pirates Black v DSL Cubs Red | L | 7-3 |
| Dominican Summer League | 2023/07/17 15:00 | DSL Pirates Black v DSL Cubs Red | L | 2-1 |
| Dominican Summer League | 2023/06/26 15:00 | DSL Cubs Red v DSL Pirates Black | L | 1-7 |
| Dominican Summer League | 2023/06/20 15:00 | DSL Cubs Red v DSL Pirates Black | L | 3-6 |
| Dominican Summer League | 2022/08/20 14:30 | DSL Pirates Black v DSL Cubs Red | L | 2-1 |
| Dominican Summer League | 2022/08/18 15:00 | DSL Cubs Red v DSL Pirates Black | W | 2-0 |
| Dominican Summer League | 2022/07/29 14:30 | DSL Cubs Red v DSL Pirates Black | W | 3-2 |
| Dominican Summer League | 2023/08/21 15:00 | DSL Cubs Red v DSL Tigers 2 | W | 5-2 |
| Dominican Summer League | 2023/08/19 15:00 | DSL Pirates Black v DSL Cubs Red | W | 4-9 |
| Dominican Summer League | 2023/08/17 14:30 | DSL Cubs Red v DSL Red Sox Red | L | 7-11 |
| Dominican Summer League | 2023/08/15 15:00 | DSL Pirates Black v DSL Cubs Red | L | 7-3 |
| Dominican Summer League | 2023/08/14 15:00 | DSL Giants Orange v DSL Cubs Red | L | 6-5 |
| Dominican Summer League | 2023/08/12 13:30 | DSL Cubs Red v DSL Red Sox Blue | W | 6-5 |
| Dominican Summer League | 2023/08/11 15:00 | DSL Tigers 2 v DSL Cubs Red | L | 4-1 |
| Dominican Summer League | 2023/08/10 15:00 | DSL Cubs Red v DSL Red Sox Blue | L | 0-4 |
| Dominican Summer League | 2023/08/19 15:00 | DSL Pirates Black v DSL Cubs Red | L | 4-9 |
| Dominican Summer League | 2023/08/18 15:00 | DSL Red Sox Red v DSL Pirates Black | L | 6-3 |
| Dominican Summer League | 2023/08/17 14:35 | DSL Tigers v DSL Pirates Black | L | 4-2 |
| Dominican Summer League | 2023/08/15 15:00 | DSL Pirates Black v DSL Cubs Red | W | 7-3 |
| Dominican Summer League | 2023/08/14 15:00 | DSL Pirates Black v DSL Mariners | L | 3-10 |
| Dominican Summer League | 2023/08/12 15:00 | DSL Tigers 2 v DSL Pirates Black | L | 13-6 |
| Dominican Summer League | 2023/08/11 15:00 | DSL Pirates Black v DSL Pirates Gold | L | 1-7 |
| Dominican Summer League | 2023/08/10 15:00 | DSL Mets Orange v DSL Pirates Black | L | 15-7 |