Managers | Home | Visitor | H | V | D/T | Date/Time | Loc | Location | Status | ||||
| Colt 45's | Chicago Pilots | Col | Chi | 05/13/23 2:30PM | Sat 05/13/23- 2:30PM | Midlo | Midlothian F | Final | W | 11-3 | ||
| Islanders | Chicago Pilots | Isl | Chi | 05/16/23 7:30PM | Tue 05/16/23- 7:30PM | Midlo | Midlothian F | Final | L | 8-6 | ||
| Woodpeckers | Chicago Pilots | Woo | Chi | 05/20/23 2:30PM | Sat 05/20/23- 2:30PM | Tiger | Tiger Field | Final | L | 6-2 | ||
| Tiger AA | Chicago Pilots | Tig | Chi | 06/06/23 6:00PM | Tue 06/06/23- 6:00PM | Tiger | Tiger Field | Final | L | 10-9 | ||
| Chicago Pilots | Blues | Chi | Blu | 06/11/23 2:30PM | Sun 06/11/23- 2:30PM | Tiger | Tiger Field | RAINOUT | ||||
| Chicago Pilots | Indians | Chi | Ind | 06/15/23 6:00PM | Thu 06/15/23- 6:00PM | Timot | Timothy Chri | Final | W | 9-3 | ||
| Yankees | Chicago Pilots | Yan | Chi | 06/17/23 2:30PM | Sat 06/17/23- 2:30PM | Timot | Timothy Chri | Final-(TIE) | T | 8-8 | ||
| Chicago Pilots | Islanders | Chi | Isl | 06/21/23 7:00PM | Wed 06/21/23- 7:00PM | Bened | Benedictine | Final | L | 20-7 | ||
| Chicago Pilots | Colt 45's | Chi | Col | 06/25/23 3:45PM | Sun 06/25/23- 3:45PM | Timot | Timothy Chri | Final | W | 6-5 | ||
| Chicago Pilots | Blues | Chi | Blu | 06/29/23 6:00PM | Thu 06/29/23- 6:00PM | Tiger | Tiger Field | Final | W | 11-6 | ||
| Chicago Pilots | Blues | Chi | Blu | 07/02/23 11:45AM | Sun 07/02/23-11:45AM | Tiger | Tiger Field | RAINOUT | ||||
| Chicago Pilots | Colt 45's | Chi | Col | 07/09/23 2:30PM | Sun 07/09/23- 2:30PM | Tiger | Tiger Field | Final | W | 11-1 | ||
| Islanders | Chicago Pilots | Isl | Chi | 07/13/23 6:00PM | Thu 07/13/23- 6:00PM | Timot | Timothy Chri | RAINOUT | ||||
| Indians | Chicago Pilots | Ind | Chi | 07/15/23 11:45AM | Sat 07/15/23-11:45AM | Tiger | Tiger Field | RAINOUT | ||||
| Chicago Pilots | Woodpeckers | Chi | Woo | 07/23/23 9:00AM | Sun 07/23/23- 9:00AM | Midlo | Midlothian F | Final | L | 12-8 | ||
| Chicago Pilots | Tiger AA | Chi | Tig | 07/30/23 9:00AM | Sun 07/30/23- 9:00AM | Tiger | Tiger Field | Final | L | 7-5 | ||
| Chicago Pilots | Blues | Chi | Blu | 08/02/23 7:30PM | Wed 08/02/23- 7:30PM | Westm | Westmont/ Ve | Final | W | 8-7 | ||
| Blues | Chicago Pilots | Blu | Chi | 08/05/23 2:30PM | Sat 08/05/23- 2:30PM | Timot | Timothy Chri | RAINOUT | ||||
| Islanders | Chicago Pilots | Isl | Chi | 08/07/23 7:30PM | Mon 08/07/23- 7:30PM | Westm | Westmont/ Ve | Final | W | 15-9 | ||
| Chicago Pilots | Yankees | Chi | Yan | 08/13/23 5:15PM | Sun 08/13/23- 5:15PM | Tiger | Tiger Field | Final | W | 15-4 | ||
| Chicago Pilots | Woodpeckers | Chi | Woo | 08/17/23 8:00PM | Thu 08/17/23- 8:00PM | Ozing | Ozinga Field | Final | L | 14-1 | ||
| Yankees | Chicago Pilots | Yan | Chi | 08/22/23 7:30PM | Tue 08/22/23- 7:30PM | Duly | Duly Health | Final | W | 10-8 | ||
| Indians | Chicago Pilots | Ind | Chi | 08/27/23 2:15PM | Sun 08/27/23- 2:15PM | Westm | Westmont/ Ve | Final | W | 11-5 | ||
| Blues | Chicago Pilots | Blu | Chi | 08/28/23 7:30PM | Mon 08/28/23- 7:30PM | Midlo | Midlothian F | Final | W | 19-4 | ||
| Indians | Chicago Pilots | Ind | Chi | 08/30/23 7:30PM | Wed 08/30/23- 7:30PM | Solfi | Solfisburg ( | Final | W | 15-8 | ||
| Tiger AA | Chicago Pilots | Tig | Chi | 09/09/23 9:00AM | Sat 09/09/23- 9:00AM | Tiger | Tiger Field | Final | L | 8-2 | ||
| Chicago Pilots | Tiger AA | Chi | Tig | 09/09/23 11:45AM | Sat 09/09/23-11:45AM | Tiger | Tiger Field | Final | L | 20-1 | ||
| Tiger AA | Chicago Pilots | Tig | Chi | 09/10/23 9:00AM | Sun 09/10/23- 9:00AM | Tiger | Tiger Field | CANCELLED | ||||
