Managers April, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 17 | Sat 9:00AM | Islanders | Tiger AA | Tiger Field - A | Final | Islan 14, Tiger 12 | |
| 17 | Sat 2:30PM | Indians | Yankees | Tiger Field - A | Final | Yanke 8, India 1 | |
| 18 | Sun 11:45AM | Wolves | Blobfish | Tiger Field - A | Final | Blobf 19, Wolve 1 | |
| 20 | Tue 7:30PM | Yankees | Indians | Midlothian Fiel | RAINOUT | ||
| 22 | Thu 7:30PM | Tiger AA | Islanders | Midlothian Fiel | CANCELLED | ||
| 24 | Sat 9:00AM | Yankees | Wolves | Tiger Field - A | Final | Yanke 10, Wolve 4 | |
| 25 | Sun 9:00AM | Tiger AA | Blobfish | Tiger Field - A | Final | Tiger 5, Blobf 4 | |
| 25 | Sun 11:45AM | Colt 45's | Indians | Tiger Field - A | Final | India 12, Colt 1 | |
| 28 | Wed 7:30PM | Blobfish | Islanders | Midlothian Fiel | RAINOUT | ||
| 29 | Thu 7:30PM | Wolves | Colt 45's | Midlothian Fiel | Final | Wolve 12, Colt 2 | |
May, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Sat 9:00AM | Colt 45's | Yankees | Tiger Field - A | Final | Yanke 24, Colt 3 | |
| 02 | Sun 9:00AM | Indians | Tiger AA | Tiger Field - A | Final | Tiger 14, India 8 | |
| 02 | Sun 2:30PM | Islanders | Blobfish | Tiger Field - A | Final | Islan 9, Blobf 8 | |
| 04 | Tue 7:30PM | Yankees | OLColts | Midlothian Fiel | Final | Yanke 15, OLCol 8 | |
| 05 | Wed 7:30PM | Wolves | OLCardinals | Midlothian Fiel | Final | OLCar 11, Wolve 1 | |
| 08 | Sat 4:00PM | Indians | OLColts | McCook - Ken Pl | CANCELLED | ||
| 08 | Sat 5:45PM | OLWarriors | Blobfish | Oak Lawn | CANCELLED | ||
| 11 | Tue 7:30PM | Tiger AA | OLGiants | Midlothian Fiel | Final | OLGia 12, Tiger 2 | |
| 12 | Wed 7:30PM | Colt 45's | OLWarriors | Midlothian Fiel | Final | OLWar 18, Colt 3 | |
| 15 | Sat 9:00AM | Tiger AA | Indians | Tiger Field - A | Final | Tiger 9, India 0 | |
| 15 | Sat 11:45AM | Islanders | OLColts | Midlothian Fiel | Final | Islan 10, OLCol 5 | |
| 15 | Sat 5:45PM | OLGiants | Wolves | Oak Lawn | Final | OLGia 10, Wolve 0 | |
| 16 | Sun 2:00PM | Yankees | OLCardinals | McCook - Ken Pl | Final | Yanke 13, OLCar 11 | |
| 16 | Sun 2:30PM | Colt 45's | Blobfish | Tiger Field - A | Final | Blobf 9, Colt 0 | |
| 17 | Mon 7:00PM | Islanders | Wolves | Benedictine Uni | Final | Islan 12, Wolve 6 | |
| 18 | Tue 7:30PM | Tiger AA | OLWarriors | Midlothian Fiel | RAINOUT | ||
| 22 | Sat 11:45AM | Wolves | Yankees | Tiger Field - A | Final | Yanke 5, Wolve 1 | |
| 23 | Sun 9:00AM | Blobfish | Tiger AA | Tiger Field - A | Final | Tiger 7, Blobf 0 | |
| 23 | Sun 9:00AM | OLColts | Colt 45's | Oak Lawn | Final | OLCol 13, Colt 1 | |
| 23 | Sun 2:30PM | OLCardinals | Indians | Oak Lawn | Final | OLCar 10, India 9 | |
| 23 | Sun 4:30PM | Islanders | OLWarriors | McCook - Ken Pl | Final | OLWar 8, Islan 5 | |
| 26 | Wed 7:30PM | Blobfish | OLGiants | Midlothian Fiel | Final | OLGia 6, Blobf 2 | |
June, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 02 | Wed 8:00PM | Yankees | Colt 45's | Ozinga Field (f | Final | Yanke 13, Colt 3 | |
| 05 | Sat 2:30PM | Indians | Wolves | Tiger Field - A | Final | India 10, Wolve 1 | |
| 05 | Sat 3:00PM | OLColts | Tiger AA | Oak Forest Shoo | Final | OLCol 8, Tiger 7 | |
| 06 | Sun 9:00AM | Blobfish | Colt 45's | Tiger Field - A | Final | Blobf 12, Colt 2 | |
| 06 | Sun 12:45PM | OLCardinals | Islanders | Oak Lawn | Final | OLCar 6, Islan 5 | |
| 08 | Tue 6:00PM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 6, Yanke 0 | |
| 12 | Sat 9:00AM | Tiger AA | Yankees | Tiger Field - A | Final | Tiger 11, Yanke 1 | |
| 12 | Sat 8:30PM | OLGiants | Indians | Oak Lawn | RAINOUT | ||
| 13 | Sun 12:30PM | OLWarriors | Wolves | Oak Forest Shoo | Final | OLWar 6, Wolve 5 | |
| 13 | Sun 2:30PM | Islanders | Colt 45's | Tiger Field - A | Final | Islan 13, Colt 3 | |
| 13 | Sun 5:15PM | Blobfish | OLCardinals | McCook - Ken Pl | Final | OLCar 7, Blobf 2 | |
| 14 | Mon 7:00PM | Indians | Yankees | Benedictine Uni | CANCELLED | ||
| 19 | Sat 9:00AM | Wolves | Tiger AA | Tiger Field - A | Final | Tiger 16, Wolve 3 | |
| 19 | Sat 4:30PM | Indians | Colt 45's | Tiger Field - A | Final | India 10, Colt 9 | |
| 21 | Mon 6:00PM | Blobfish | Wolves | Timothy Christi | Final | Blobf 9, Wolve 2 | |
| 22 | Tue 6:00PM | Colt 45's | Tiger AA | Timothy Christi | Final | Tiger 8, Colt 0 | |
| 26 | Sat 9:00AM | Tiger AA | Wolves | Tiger Field - A | RAINOUT | ||
| 27 | Sun 9:30AM | OLCardinals | Colt 45's | Eisenhower High | RAINOUT | ||
| 27 | Sun 11:30AM | Islanders | Indians | Tiger Field - A | RAINOUT | ||
| 27 | Sun 3:00PM | OLColts | Blobfish | Eisenhower High | RAINOUT | ||
| 27 | Sun 3:30PM | OLWarriors | Yankees | Rice Park | RAINOUT | ||
| 29 | Tue 7:00PM | Tiger AA | Blobfish | Benedictine Uni | RAINOUT | ||
July, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 05 | Mon 6:00PM | Wolves | Yankees | Timothy Christi | Final | Yanke 23, Wolve 0 | |
| 05 | Mon 7:00PM | Islanders | Colt 45's | Benedictine Uni | Final | Islan 16, Colt 0 | |
| 08 | Thu 8:00PM | Tiger AA | Islanders | Westmont/ Veter | Final | Islan 7, Tiger 4 | |
| 09 | Fri 7:30PM | Indians | Blobfish | Midlothian Fiel | Final | Blobf 15, India 5 | |
| 10 | Sat 2:00PM | Yankees | Islanders | Tiger Field - A | Final | Yanke 5, Islan 2 | |
| 11 | Sun 11:45AM | Colt 45's | Wolves | Tiger Field - A | RAINOUT | ||
| 11 | Sun 11:45AM | OLCardinals | Tiger AA | Oak Lawn | Final | Tiger 5, OLCar 0 | |
| 11 | Sun 5:15PM | Indians | OLWarriors | McCook - Ken Pl | RAINOUT | ||
| 13 | Tue 6:00PM | Tiger AA | Wolves | Tiger Field - A | RAINOUT | ||
| 13 | Tue 6:00PM | Blobfish | Indians | Timothy Christi | RAINOUT | ||
| 14 | Wed 7:30PM | OLGiants | Islanders | Midlothian Fiel | Final | OLGia 7, Islan 0 | |
| 15 | Thu 6:00AM | Wolves | Colt 45's | Tiger Field - A | RAINOUT | ||
| 16 | Fri 7:30PM | OLGiants | Yankees | Lincoln-Way Hig | Final | Yanke 8, OLGia 4 | |
| 17 | Sat 11:30AM | Indians | Islanders | Tiger Field - A | Final | Islan 10, India 5 | |
| 17 | Sat 12:15PM | OLWarriors | Yankees | Eisenhower High | Final | OLWar 7, Yanke 5 | |
| 17 | Sat 4:30PM | Blobfish | Wolves | Tiger Field - A | Final | Wolve 8, Blobf 6 | |
| 18 | Sun 9:00AM | Colt 45's | Tiger AA | Tiger Field - A | CANCELLED | ||
| 19 | Mon 7:00PM | Blobfish | Yankees | Benedictine Uni | Final | Blobf 4, Yanke 1 | |
| 19 | Mon 7:30PM | Colt 45's | OLGiants | Midlothian Fiel | Final | OLGia 13, Colt 1 | |
| 19 | Mon 8:00PM | Wolves | OLColts | Westmont/ Veter | Final | OLCol 14, Wolve 1 | |
| 23 | Fri 7:30PM | Indians | OLColts | Midlothian Fiel | Final | India 10, OLCol 3 | |
| 25 | Sun 9:00AM | Islanders | Yankees | Midlothian Fiel | Final | Islan 9, Yanke 8 | |
| 25 | Sun 9:00AM | Tiger AA | Colt 45's | Tiger Field - A | Final | Tiger 10, Colt 0 | |
| 26 | Mon 6:00PM | Wolves | Indians | Timothy Christi | Final | Wolve 9, India 8 | |
| 28 | Wed 6:00PM | Yankees | Islanders | Timothy Christi | Final | Islan 9, Yanke 8 | |
| 29 | Thu 8:00PM | Tiger AA | OLWarriors | Westmont/ Veter | Final | Tiger 6, OLWar 3 | |
| 31 | Sat 11:45AM | Indians | Wolves | Benedictine Uni | Final | India 7, Wolve 5 | |
August, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Sun 9:00AM | Yankees | Blobfish | Tiger Field - A | Final | Blobf 11, Yanke 4 | |
| 01 | Sun 10:00AM | OLCardinals | Colt 45's | Rice Park | Final | OLCar 11, Colt 1 | |
| 01 | Sun 2:30PM | Tiger AA | Islanders | Benedictine Uni | Final | Tiger 11, Islan 3 | |
| 03 | Tue 7:30PM | Islanders | Blobfish | Continental Fie | Final | Islan 6, Blobf 0 | |
| 05 | Thu 8:00PM | Colt 45's | Wolves | River Upper Fie | Final | Wolve 15, Colt 3 | |
| 05 | Thu 8:00PM | Yankees | Indians | Westmont/ Veter | Final | India 8, Yanke 4 | |
| 06 | Fri 8:00PM | Islanders | Indians | River Upper Fie | Final | India 5, Islan 4 | |
| 07 | Sat 9:00AM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 16, Yanke 7 | |
| 08 | Sun 11:30AM | Wolves | Islanders | Tiger Field - A | Final | Wolve 12, Islan 11 | |
| 08 | Sun 12:45PM | OLWarriors | Blobfish | Eisenhower High | Final | OLWar 7, Blobf 0 | |
| 08 | Sun 4:30PM | Colt 45's | Indians | Tiger Field - A | RAINOUT | ||
| 11 | Wed 8:00PM | Blobfish | Indians | Ozinga Field (f | Final | India 11, Blobf 1 | |
| 11 | Wed 8:00PM | Wolves | Colt 45's | River Upper Fie | RAINOUT | ||
| 12 | Thu 8:00PM | Blobfish | Indians | River Upper Fie | Final | Blobf 5, India 4 | |
| 13 | Fri 7:30PM | Colt 45's | Islanders | Midlothian Fiel | Final | Islan 14, Colt 4 | |
| 13 | Fri 8:00PM | Indians | Yankees | River Upper Fie | Final | India 9, Yanke 3 | |
| 15 | Sun 11:45AM | Blobfish | Islanders | Tiger Field - A | Final | Islan 4, Blobf 2 | |
| * | 16 | Mon 7:30PM | Blobfish | Wolves | Midlothian Fiel | Final | Blobf 12, Wolve 0 |
| * | 18 | Wed 8:00PM | Yankees | Blobfish | Ozinga Field (f | Final | Yanke 13, Blobf 10 |
| * | 21 | Sat 9:00AM | Islanders | Indians | Midlothian Fiel | Final | India 2, Islan 1 |
| * | 21 | Sat 9:00AM | Tiger AA | Yankees | Tiger Field - A | Final | Tiger 11, Yanke 4 |
| * | 21 | Sat 11:45AM | Indians | Islanders | Midlothian Fiel | Final | India 12, Islan 4 |
| * | 21 | Sat 11:45AM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 9, Yanke 2 |
| * | 22 | Sun 9:00AM | Islanders | Indians | Midlothian Fiel | CANCELLED | |
| * | 22 | Sun 9:00AM | Tiger AA | Yankees | Tiger Field - A | CANCELLED | |
| * | 28 | Sat 9:00AM | Tiger AA | Indians | Tiger Field - A | Final | India 9, Tiger 7 |
| * | 28 | Sat 11:45AM | Indians | Tiger AA | Tiger Field - A | Final | Tiger 17, India 3 |
| * | 29 | Sun 9:00AM | Tiger AA | Indians | Tiger Field - A | Final | Tiger 4, India 0 |
September, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 08 | Wed 7:30PM | Wolves | Colt 45's | DuPage Medical | Final | Wolve 10, Colt 0 | |