April, 2019| Date | Home | Visitor | Location | Status | Score | ||
| 27 | Sat 9:00AM | Tiger AA | A's | Tiger Field - A | RAINOUT | ||
| 28 | Sun 9:00AM | Yankees | OLCardinals | Westmont/ Veter | RAINOUT | ||
| 30 | Tue 7:30PM | Indians | OLGiants | Midlothian Fiel | RAINOUT | ||
May, 2019| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Wed 7:30PM | Colt 45's | OLWarriors | Midlothian Fiel | RAINOUT | ||
| 02 | Thu 7:30PM | Islanders | A's | Midlothian Fiel | RAINOUT | ||
| 04 | Sat 11:45AM | Yankees | Indians | Tiger Field - A | RAINOUT | ||
| 05 | Sun 9:00AM | Colt 45's | Tiger AA | Tiger Field - A | Final | Tiger 7, Colt 0 | |
| 05 | Sun 9:00AM | A's | Islanders | River Lower Fie | Final | A's 5, Islan 2 | |
| 07 | Tue 7:30PM | Tiger AA | OLCardinals | Midlothian Fiel | RAINOUT | ||
| 11 | Sat 2:30PM | Indians | Tiger AA | Tiger Field - A | RAINOUT | ||
| 11 | Sat 2:30PM | Colt 45's | A's | River Upper Fie | RAINOUT | ||
| 14 | Tue 7:30PM | Indians | Islanders | Midlothian Fiel | Final | Islan 7, India 4 | |
| 17 | Fri 7:30PM | Islanders | OLGiants | Midlothian Fiel | RAINOUT | ||
| 18 | Sat 5:15PM | OLCardinals | Islanders | Midlothian Fiel | RAINOUT | ||
| 18 | Sat 9:00AM | Colt 45's | Tiger AA | Tiger Field - A | RAINOUT | ||
| 19 | Sun 2:30PM | A's | OLWarriors | Midlothian Fiel | Final | OLWar 10, A's 8 | |
| 19 | Sun 2:30PM | Indians | Yankees | Marmion Academy | RAINOUT | ||
| 22 | Wed 7:30PM | Colt 45's | Yankees | Midlothian Fiel | Final | Colt 4, Yanke 3 | |
| 28 | Tue 7:30PM | A's | Tiger AA | Midlothian Fiel | RAINOUT | ||
June, 2019| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Sat 11:45AM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 13, Yanke 2 | |
| 01 | Sat 5:15PM | Indians | Colt 45's | Tiger Field - A | Final | India 7, Colt 3 | |
| 02 | Sun 9:00AM | Islanders | A's | Marmion Academy | Final | Islan 6, A's 2 | |
| 02 | Sun 11:45AM | Islanders | A's | Marmion Academy | Final | Islan 3, A's 1 | |
| 08 | Sat 9:00AM | A's | Tiger AA | Tiger Field - A | Final | Tiger 9, A's 4 | |
| 08 | Sat 11:45AM | Yankees | Indians | Tiger Field - A | Final | Yanke 6, India 5 | |
| 11 | Tue 7:30PM | A's | Indians | Midlothian Fiel | Final | A's 3, India 2 | |
| 12 | Wed 6:00PM | Islanders | Colt 45's | Timothy Christi | RAINOUT | ||
| 15 | Sat 11:45AM | Indians | A's | Tiger Field - A | Final | India 3, A's 1 | |
| 15 | Sat 11:45AM | Colt 45's | Yankees | Marmion Academy | Final | Yanke 16, Colt 13 | |
| 15 | Sat 2:30PM | Tiger AA | Islanders | Marmion Academy | RAINOUT | ||
| 17 | Mon 6:00PM | A's | Tiger AA | Timothy Christi | Final | Tiger 6, A's 0 | |
| 19 | Wed 6:00PM | Yankees | Islanders | Tiger Field - A | Final | Islan 21, Yanke 10 | |
| 19 | Wed 6:00PM | Indians | Colt 45's | Timothy Christi | RAINOUT | ||
| 22 | Sat 11:45AM | Islanders | Indians | Tiger Field - A | Final | India 8, Islan 2 | |
| 22 | Sat 9:00AM | Colt 45's | A's | River Upper Fie | Final | Colt 3, A's 1 | |
| 23 | Sun 9:00AM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 16, Yanke 2 | |
| 25 | Tue 6:00PM | Tiger AA | Islanders | Tiger Field - A | Final | Tiger 11, Islan 0 | |
| 26 | Wed 6:00PM | A's | Colt 45's | Timothy Christi | Final | Colt 9, A's 1 | |
| 30 | Sun 4:00PM | A's | Colt 45's | Westmont/ Veter | RAINOUT | ||
| 30 | Sun 12:15PM | OLColts | Yankees | Eisenhower High | Final | OLCol 8, Yanke 6 | |
| 30 | Sun 11:45AM | Tiger AA | Indians | Marmion Academy | Final | Tiger 6, India 1 | |
July, 2019| Date | Home | Visitor | Location | Status | Score | ||
| 03 | Wed 6:00PM | Tiger AA | Islanders | Tiger Field - A | RAINOUT | ||
| 03 | Wed 6:00PM | Colt 45's | Yankees | Timothy Christi | RAINOUT | ||
| 06 | Sat 9:00AM | Tiger AA | A's | Tiger Field - A | Final-(TIE) | A's 6, Tiger 6 | |
| 06 | Sat 5:00PM | Islanders | Colt 45's | Westmont/ Veter | Final | Colt 9, Islan 5 | |
| 07 | Sun 9:00AM | Yankees | Indians | Tiger Field - A | Final | India 12, Yanke 11 | |
| 09 | Tue 6:00PM | Tiger AA | Islanders | Tiger Field - A | Final | Tiger 7, Islan 4 | |
| 10 | Wed 6:00PM | Colt 45's | Yankees | Timothy Christi | RAINOUT | ||
| 13 | Sat 9:00AM | Tiger AA | Indians | Tiger Field - A | Final | Tiger 14, India 1 | |
| 13 | Sat 9:00AM | A's | Yankees | Westmont/ Veter | Final | A's 14, Yanke 4 | |
| 14 | Sun 12:15PM | OLGiants | Colt 45's | Eisenhower High | Final | OLGia 10, Colt 0 | |
| 16 | Tue 6:00PM | Islanders | Indians | Timothy Christi | RAINOUT | ||
| 17 | Wed 6:00PM | Colt 45's | Tiger AA | Timothy Christi | Final | Colt 11, Tiger 10 | |
| 18 | Thu 6:00PM | Yankees | A's | Tiger Field - A | RAINOUT | ||
| 20 | Sat 9:00AM | Islanders | Tiger AA | Tiger Field - A | Final | Tiger 4, Islan 1 | |
| 21 | Sun 3:00PM | Colt 45's | OLWarriors | Midlothian Fiel | RAINOUT | ||
| 21 | Sun 9:30AM | OLColts | Indians | Eisenhower High | Final | OLCol 15, India 5 | |
| 21 | Sun 11:45AM | Yankees | A's | Marmion Academy | RAINOUT | ||
| 23 | Tue 6:00PM | Tiger AA | Yankees | Timothy Christi | Final | Tiger 12, Yanke 0 | |
| 24 | Wed 6:00PM | Colt 45's | Islanders | Timothy Christi | Final | Islan 10, Colt 2 | |
| 27 | Sat 9:00AM | Indians | Colt 45's | Tiger Field - A | Final | India 5, Colt 0 | |
| 27 | Sat 2:30PM | Islanders | Yankees | Tiger Field - A | Final | Islan 14, Yanke 4 | |
| 28 | Sun 9:30AM | OLColts | A's | Eisenhower High | Final | OLCol 14, A's 3 | |
| 28 | Sun 3:00PM | OLWarriors | Tiger AA | Eisenhower High | Final | Tiger 15, OLWar 7 | |
| 29 | Mon 6:00PM | Islanders | Indians | Timothy Christi | RAINOUT | ||
| 30 | Tue 6:00PM | Yankees | A's | Tiger Field - A | Final | A's 14, Yanke 4 | |
| 31 | Wed 6:00PM | Indians | Colt 45's | Timothy Christi | Final | India 6, Colt 1 | |
August, 2019| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Thu 7:30PM | Tiger AA | OLCardinals | Westmont/ Veter | Final | Tiger 9, OLCar 6 | |
| 02 | Fri 7:00PM | Yankees | Islanders | Benedictine Uni | Final | Islan 12, Yanke 5 | |
| 04 | Sun 9:00AM | Tiger AA | Yankees | Benedictine Uni | Final | Tiger 17, Yanke 6 | |
| 04 | Sun 11:45AM | Indians | Islanders | Benedictine Uni | Final | Islan 6, India 2 | |
| 04 | Sun 2:30PM | A's | Colt 45's | Benedictine Uni | Final | A's 7, Colt 4 | |
| 06 | Tue 7:00PM | A's | Indians | Benedictine Uni | Final | India 13, A's 6 | |
| 07 | Wed 7:30PM | Colt 45's | Tiger AA | Midlothian Fiel | Final | Tiger 18, Colt 0 | |
| 08 | Thu 7:00PM | Yankees | A's | Benedictine Uni | Final | Yanke 9, A's 2 | |
| 09 | Fri 7:30PM | Islanders | OLGiants | Midlothian Fiel | Final | OLGia 16, Islan 4 | |
| 10 | Sat 9:00AM | Colt 45's | Yankees | Benedictine Uni | Final | Yanke 10, Colt 4 | |
| 10 | Sat 11:45AM | Yankees | Indians | Benedictine Uni | Final | India 11, Yanke 10 | |
| 10 | Sat 9:00AM | Tiger AA | A's | Tiger Field - A | Final | Tiger 15, A's 5 | |
| 12 | Mon 7:00PM | A's | Colt 45's | Benedictine Uni | RAINOUT | ||
| 13 | Tue 7:30PM | Indians | OLGiants | Midlothian Fiel | Final | OLGia 7, India 0 | |
| 14 | Wed 7:30PM | Islanders | Colt 45's | Midlothian Fiel | Final | Islan 9, Colt 7 | |
| 16 | Fri 7:30PM | Indians | Yankees | Midlothian Fiel | Final | Yanke 7, India 5 | |
| 16 | Fri 7:30PM | Colt 45's | OLWarriors | Westmont/ Veter | Final | Colt 7, OLWar 0 | |
| 16 | Fri 7:30PM | OLCardinals | Islanders | Lincoln-Way Hig | Final | OLCar 7, Islan 0 | |
| 17 | Sat 11:45AM | Tiger AA | Islanders | Benedictine Uni | RAINOUT | ||
| 18 | Sun 9:00AM | Indians | Tiger AA | Tiger Field - A | RAINOUT | ||
| 18 | Sun 11:45AM | Islanders | A's | Tiger Field - A | RAINOUT | ||
| 18 | Sun 2:30PM | Yankees | OLCardinals | Tiger Field - A | RAINOUT | ||
| 19 | Mon 7:30PM | Yankees | OLCardinals | Midlothian Fiel | Final | OLCar 24, Yanke 1 | |
| 19 | Mon 8:00PM | Islanders | Indians | Westmont/ Veter | RAINOUT | ||
| 20 | Tue 7:30PM | Colt 45's | Yankees | Midlothian Fiel | Final | Yanke 8, Colt 5 | |
| 21 | Wed 7:30PM | Indians | Colt 45's | Continental Fie | Final | India 12, Colt 3 | |
| * | 24 | Sat 9:00AM | Indians | Yankees | Benedictine Uni | Final | Yanke 11, India 10 |
| * | 24 | Sat 11:45AM | Yankees | Indians | Benedictine Uni | Final | India 11, Yanke 4 |
| * | 24 | Sat 9:00AM | Colt 45's | A's | Tiger Field - A | Final | Colt 2, A's 1 |
| * | 24 | Sat 11:45AM | A's | Colt 45's | Tiger Field - A | Final | A's 12, Colt 11 |
| * | 25 | Sun 9:00AM | Indians | Yankees | Tiger Field - A | Final | India 14, Yanke 3 |
| * | 25 | Sun 11:45AM | Colt 45's | A's | Tiger Field - A | Final | A's 15, Colt 3 |
September, 2019| Date | Home | Visitor | Location | Status | Score | ||
| * | 07 | Sat 9:00AM | Islanders | Indians | Benedictine Uni | Final | Islan 2, India 0 |
| * | 07 | Sat 11:45AM | Indians | Islanders | Benedictine Uni | Final | Islan 4, India 1 |
| * | 07 | Sat 9:00AM | Tiger AA | A's | Tiger Field - A | Final | Tiger 7, A's 1 |
| * | 07 | Sat 11:45AM | A's | Tiger AA | Tiger Field - A | Final | Tiger 15, A's 6 |
| * | 14 | Sat 10:00AM | Tiger AA | Islanders | Tiger Field - A | Final | Tiger 4, Islan 3 |
| * | 14 | Sat 12:45PM | Islanders | Tiger AA | Tiger Field - A | Final | Tiger 16, Islan 4 |
| * | 15 | Sun 9:00AM | TBD | TBD | TBD | CANCELLED | |