| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | May 5, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Midway | |
| Tuesday | May 12, 2026 | 6:30 PM | 7:30 PM | Extra-Practice | Midway | |
| Wednesday | May 13, 2026 | 6:00 PM | 8:00 PM | Extra-Practice | Midway | |
| Thursday | May 14, 2026 | 6:00 PM | 8:00 PM | Extra-Practice | Midway | |
| Sunday | May 17, 2026 | 11:40 AM | 11:50 AM | Other | Michael J. Madigan Sr. Park | |
| Tuesday | May 19, 2026 | 6:00 PM | 8:00 PM | Extra-Practice | Midway | |
| Wednesday | May 20, 2026 | 7:00 PM | 9:00 PM | Game | Midway | vs. Crestwood |
| Thursday | May 21, 2026 | 6:00 PM | 8:00 PM | Game | McGuane park | @ Sheridan Warriors |
| Tuesday | May 26, 2026 | 5:30 PM | 7:30 PM | Extra-Practice | Midway Baseball & Softball Association | |
| Saturday | May 30, 2026 | 10:30 AM | 12:30 PM | Game | Michael J. Madigan Sr. Park | @ Midway 2 |
| Wednesday | June 3, 2026 | 6:00 PM | 8:00 PM | Extra-Practice | Michael J. Madigan Sr. Park | |
| Thursday | June 4, 2026 | 5:45 PM | 7:45 PM | Game | Community park westchester field 2 | @ Westchester |
| Friday | June 5, 2026 | 5:45 PM | 7:45 PM | Game | Oak park | @ Oak Park Royal |
| Monday | June 15, 2026 | 7:00 PM | 9:00 PM | Game | Midway | vs. Westside |
| Tuesday | June 16, 2026 | 7:00 PM | 9:00 PM | Game | Midway | vs. Oak Lawn |
| Thursday | June 18, 2026 | 7:00 PM | 9:00 PM | Game | Michael J. Madigan Sr. Park | @ Crestwood |
| Friday | June 26, 2026 | 7:00 PM | 9:00 PM | Game | Midway Baseball & Softball Association | @ Midway 2 |
| Monday | June 29, 2026 | 7:00 PM | 9:00 PM | Game | Donovan park | @ Donavan Dragons |
| Monday | July 6, 2026 | 7:00 PM | 9:00 PM | Game | Midway | vs. Near West LL |
| Wednesday | July 8, 2026 | 7:00 PM | 9:00 PM | Game | Midway | vs. Midway 2 |
| Saturday | July 11, 2026 | 10:00 AM | 12:00 PM | Game | Midway | vs. Dolton Riverdale |
| Saturday | July 18, 2026 | 11:30 AM | 1:30 PM | Game | Harrison Park | vs. @ Pilsen Bandits |