| Home | Visitor | H | V | D/T | Date/Time | Loc | Location | Status | ||||
| Chicago Pilots | Colt .45s | Chi | Col | 04/27/25 11:45AM | Sun 04/27/25-11:45AM | Tiger | Tiger Field | Final | W | 13-9 | ||
| Chicago Pilots | Blues | Chi | Blu | 05/08/25 7:30PM | Thu 05/08/25- 7:30PM | Westm | Westmont Cim | Final | W | 6-5 | ||
| Islanders | Chicago Pilots | Isl | Chi | 05/14/25 7:00PM | Wed 05/14/25- 7:00PM | Bened | Benedictine | Final | L | 6-4 | ||
| Chicago Pilots | Tiger AA | Chi | Tig | 05/17/25 9:00AM | Sat 05/17/25- 9:00AM | Tiger | Tiger Field | Final | L | 13-3 | ||
| Chicago Pilots | Islanders | Chi | Isl | 05/21/25 7:00PM | Wed 05/21/25- 7:00PM | Bened | Benedictine | RAINOUT | ||||
| Chicago Pilots | Pelicans | Chi | Pel | 05/29/25 7:00PM | Thu 05/29/25- 7:00PM | Bened | Benedictine | RAINOUT | ||||
| Chicago Pilots | Colt .45s | Chi | Col | 06/01/25 9:00AM | Sun 06/01/25- 9:00AM | Westm | Westmont Cim | Final | W | 15-0 | ||
| Woodpeckers | Chicago Pilots | Woo | Chi | 06/07/25 11:45AM | Sat 06/07/25-11:45AM | Timot | Timothy Chri | Final | L | 11-1 | ||
| Blues | Chicago Pilots | Blu | Chi | 06/12/25 6:00PM | Thu 06/12/25- 6:00PM | Timot | Timothy Chri | Final | W | 21-3 | ||
| Chicago Pilots | Pelicans | Chi | Pel | 06/14/25 5:15PM | Sat 06/14/25- 5:15PM | Timot | Timothy Chri | Final | L | 15-4 | ||
| Tiger AA | Chicago Pilots | Tig | Chi | 06/21/25 9:00AM | Sat 06/21/25- 9:00AM | Tiger | Tiger Field | CANCELLED | ||||
| Woodpeckers | Chicago Pilots | Woo | Chi | 06/26/25 7:30PM | Thu 06/26/25- 7:30PM | Midlo | Midlothian ( | Final | L | 14-4 | ||
| Pelicans | Chicago Pilots | Pel | Chi | 06/29/25 9:00AM | Sun 06/29/25- 9:00AM | Westm | Westmont Cim | Final | W | 6-1 | ||
| Chicago Pilots | Tiger AA | Chi | Tig | 07/12/25 9:00AM | Sat 07/12/25- 9:00AM | Tiger | Tiger Field | Final | L | 17-1 | ||
| Pelicans | Chicago Pilots | Pel | Chi | 07/12/25 11:45AM | Sat 07/12/25-11:45AM | Tiger | Tiger Field | Final | L | 8-3 | ||
| Tiger AA | Chicago Pilots | Tig | Chi | 07/17/25 6:00PM | Thu 07/17/25- 6:00PM | Tiger | Tiger Field | Scheduled | ||||
| Colt .45s | Chicago Pilots | Col | Chi | 07/19/25 2:30PM | Sat 07/19/25- 2:30PM | Tiger | Tiger Field | Scheduled | ||||
| Chicago Pilots | Woodpeckers | Chi | Woo | 07/23/25 7:30PM | Wed 07/23/25- 7:30PM | Ozing | Ozinga Field | Scheduled | ||||
| Colt .45s | Chicago Pilots | Col | Chi | 07/26/25 11:45AM | Sat 07/26/25-11:45AM | Tiger | Tiger Field | Scheduled | ||||
| Chicago Pilots | Islanders | Chi | Isl | 07/28/25 6:00PM | Mon 07/28/25- 6:00PM | Timot | Timothy Chri | MAKEUP | ||||
| Tiger AA | Chicago Pilots | Tig | Chi | 08/03/25 11:45AM | Sun 08/03/25-11:45AM | Tiger | Tiger Field | MAKEUP | ||||
| Chicago Pilots | Pelicans | Chi | Pel | 08/06/25 7:00PM | Wed 08/06/25- 7:00PM | Bened | Benedictine | MAKEUP | ||||
| Chicago Pilots | Islanders | Chi | Isl | 08/09/25 11:45AM | Sat 08/09/25-11:45AM | Jolie | Joliet Junio | Scheduled | ||||
