Managers May, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 08 | Sat 9:00AM | Tiger AA | Yankees | Tiger Field - A | Final | Yanke 9, Tiger 0 | |
| 10 | Mon 8:45PM | CN24Owls | Islanders | Bensenville | Final | CN24O 10, Islan 1 | |
| 11 | Tue 8:00PM | Wolves | Bulldogs | Continental Fie | Final | Bulld 13, Wolve 0 | |
| 14 | Fri 7:30PM | Yankees | OLGiants | Midlothian Fiel | Final | Yanke 7, OLGia 2 | |
| 14 | Fri 8:30PM | CN24RiverBandit | Wolves | Bensenville | Final | CN24R 9, Wolve 1 | |
| 15 | Sat 2:30PM | Legends | OLPandas | Midlothian Fiel | Final | OLPan 13, Legen 1 | |
| 16 | Sun 9:00AM | Islanders | Tiger AA | Tiger Field - A | Final | Tiger 15, Islan 1 | |
| 16 | Sun 10:00AM | OLJets | Yankees | Rice Park | Final | Yanke 9, OLJet 8 | |
| 16 | Sun 11:30AM | Wolves | OLCyclones | McCook - Ken Pl | Final | OLCyc 6, Wolve 5 | |
| 18 | Tue 9:00PM | CN34Devils | Colt 45s | Oakton | RAINOUT | ||
| 19 | Wed 8:45PM | CN24Owls | Colt 45s | Bensenville | Final | CN24O 9, Colt 1 | |
| 20 | Thu 6:30PM | CN34BlueJays | Islanders | Oakton | Final | CN34B 14, Islan 2 | |
| 20 | Thu 7:30PM | CN34Woodpeckers | Yankees | Ozinga Field (f | Final | CN34W 6, Yanke 5 | |
| 22 | Sat 9:00AM | Legends | Tiger AA | Tiger Field - A | Final | Tiger 9, Legen 3 | |
| 22 | Sat 2:30PM | Islanders | Yankees | Tiger Field - A | Final | Yanke 15, Islan 5 | |
| 23 | Sun 9:00AM | Bulldogs | Wolves | McCook - Ken Pl | Final | Bulld 7, Wolve 5 | |
| 23 | Sun 11:45AM | OLGiants | Colt 45s | Oak Lawn | Final | OLGia 13, Colt 2 | |
| 24 | Mon 7:00PM | Tiger AA | Legends | Benedictine Uni | Final | Tiger 12, Legen 7 | |
| 24 | Mon 8:00PM | Islanders | OLJets | Westmont/ Veter | Final | Islan 11, OLJet 8 | |
| 27 | Thu 6:30PM | CN34BlueJays | Bulldogs | Oakton | RAINOUT | ||
June, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Tue 7:30PM | Legends | CN34BlueSox | Continental Fie | CANCELLED | ||
| 01 | Tue 8:30PM | CN34RedSox | Bulldogs | Bensenville | Final | CN34R 7, Bulld 0 | |
| 04 | Fri 9:00PM | CN24Aces | Yankees | Oakton | Final | CN24A 10, Yanke 1 | |
| 06 | Sun 10:00AM | OLCyclones | Islanders | Oak Lawn | Final | OLCyc 9, Islan 8 | |
| 06 | Sun 11:45AM | Wolves | Colt 45s | Tiger Field - A | Final | Wolve 15, Colt 5 | |
| 06 | Sun 2:30PM | Yankees | Legends | Tiger Field - A | Final | Legen 12, Yanke 5 | |
| 06 | Sun 2:30PM | Bulldogs | OLGiants | McCook - Ken Pl | Final | OLGia 6, Bulld 4 | |
| 06 | Sun 3:30PM | OLPandas | Tiger AA | Oak Lawn | Final | Tiger 8, OLPan 3 | |
| 10 | Thu 6:30PM | CN34BlueJays | Legends | Oakton | Final | CN34B 4, Legen 3 | |
| 11 | Fri 9:00PM | CN24Rippers | Yankees | Oakton | Final | CN24R 4, Yanke 0 | |
| 12 | Sat 5:45PM | OLGiants | Legends | Oak Lawn | RAINOUT | ||
| 13 | Sun 9:00AM | Tiger AA | Wolves | Tiger Field - A | Final | Tiger 9, Wolve 3 | |
| 13 | Sun 11:45AM | Yankees | Islanders | Tiger Field - A | Final | Yanke 10, Islan 0 | |
| 13 | Sun 2:30PM | Colt 45s | OLPandas | McCook - Ken Pl | Final-(TIE) | OLPan 7, Colt 7 | |
| 13 | Sun 3:00PM | OLJets | Bulldogs | Eisenhower High | Final | OLJet 7, Bulld 0 | |
| 15 | Tue 8:30PM | CN34Aces | Tiger AA | Bensenville | Final | CN34A 8, Tiger 2 | |
| 16 | Wed 8:30PM | CN24Owls | Wolves | Bensenville | Final | CN24O 15, Wolve 2 | |
| 18 | Fri 9:00PM | CN24Aces | Legends | Oakton | Final | CN24A 8, Legen 4 | |
| 21 | Mon 7:00PM | Bulldogs | Colt 45s | Benedictine Uni | RAINOUT | ||
| 21 | Mon 7:30PM | Islanders | CN24RiverBandit | Continental Fie | RAINOUT | ||
| 21 | Mon 8:00PM | Legends | OLCyclones | Westmont/ Veter | Final | Legen 7, OLCyc 3 | |
| 22 | Tue 7:30PM | Wolves | CN34Astros | Continental Fie | Final | CN34A 21, Wolve 16 | |
| 23 | Wed 6:00PM | Bulldogs | CN24Rippers | Timothy Christi | CANCELLED | ||
| 24 | Thu 8:00PM | Yankees | CN34RedSox | Westmont/ Veter | RAINOUT | ||
| 26 | Sat 11:30AM | Islanders | Colt 45s | Tiger Field - A | RAINOUT | ||
| 27 | Sun 10:00AM | OLGiants | Wolves | Rice Park | RAINOUT | ||
| 27 | Sun 12:15PM | OLCyclones | Bulldogs | Eisenhower High | RAINOUT | ||
| 27 | Sun 1:15PM | OLJets | Legends | Rice Park | RAINOUT | ||
| 27 | Sun 4:30PM | Tiger AA | CN34Woodpeckers | Tiger Field - A | RAINOUT | ||
| 29 | Tue 6:00PM | Colt 45s | CN34Astros | Timothy Christi | RAINOUT | ||
| 30 | Wed 6:00PM | Islanders | CN34BlueSox | Timothy Christi | RAINOUT | ||
July, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 05 | Mon 8:00PM | Tiger AA | OLCyclones | Westmont/ Veter | Final | OLCyc 6, Tiger 5 | |
| 06 | Tue 6:00PM | Colt 45s | CN34BlueSox | Timothy Christi | Final | CN34B 15, Colt 2 | |
| 06 | Tue 7:00PM | Wolves | Islanders | Benedictine Uni | Final | Islan 4, Wolve 0 | |
| 07 | Wed 6:00PM | Legends | CN24Pirates | Timothy Christi | Final | CN24P 8, Legen 7 | |
| 10 | Sat 9:00AM | Bulldogs | Tiger AA | Tiger Field - A | Final | Tiger 6, Bulld 2 | |
| 11 | Sun 9:00AM | Islanders | OLGiants | McCook - Ken Pl | RAINOUT | ||
| 11 | Sun 2:30PM | Colt 45s | Legends | Tiger Field - A | RAINOUT | ||
| 11 | Sun 2:30PM | OLCyclones | Yankees | Oak Lawn | RAINOUT | ||
| 11 | Sun 5:15PM | OLPandas | Wolves | Oak Lawn | RAINOUT | ||
| 12 | Mon 6:00PM | Bulldogs | CN24Pirates | Timothy Christi | RAINOUT | ||
| 13 | Tue 7:00PM | Colt 45s | Yankees | Benedictine Uni | Final | Yanke 9, Colt 2 | |
| 14 | Wed 7:30PM | Tiger AA | CN24Pirates | Continental Fie | Final | CN24P 7, Tiger 0 | |
| 16 | Fri 7:30PM | Wolves | Legends | Midlothian Fiel | Final | Legen 20, Wolve 0 | |
| 18 | Sun 9:30AM | OLPandas | Islanders | Eisenhower High | Final | OLPan 14, Islan 6 | |
| 18 | Sun 11:45AM | Yankees | Tiger AA | Tiger Field - A | Final | Yanke 4, Tiger 3 | |
| 18 | Sun 11:45AM | Colt 45s | OLCyclones | McCook - Ken Pl | Final | OLCyc 14, Colt 0 | |
| 18 | Sun 2:30PM | Bulldogs | Legends | Tiger Field - A | Final | Legen 4, Bulld 2 | |
| 18 | Sun 2:30PM | Wolves | OLJets | McCook - Ken Pl | Final | OLJet 17, Wolve 14 | |
| 19 | Mon 7:30PM | Islanders | CN34BlueSox | Continental Fie | Final | CN34B 13, Islan 7 | |
| 20 | Tue 6:30PM | CN34BlueJays | Bulldogs | Oakton | Final | CN34B 6, Bulld 4 | |
| 20 | Tue 7:30PM | Colt 45s | Islanders | Continental Fie | Final | Islan 10, Colt 2 | |
| 21 | Wed 7:30PM | Tiger AA | CN24Aces | Continental Fie | Final | CN24A 7, Tiger 0 | |
| 24 | Sat 9:00AM | Wolves | Tiger AA | Tiger Field - A | Final | Tiger 15, Wolve 0 | |
| 24 | Sat 2:30PM | Islanders | Legends | Benedictine Uni | Final | Legen 6, Islan 1 | |
| 25 | Sun 12:15PM | OLJets | Colt 45s | Eisenhower High | Final | OLJet 17, Colt 10 | |
| 25 | Sun 2:30PM | Bulldogs | OLPandas | Midlothian Fiel | Final | OLPan 7, Bulld 0 | |
| 27 | Tue 6:00PM | Yankees | CN34Aces | Timothy Christi | Final | Yanke 5, CN34A 0 | |
| 28 | Wed 7:30PM | OLGiants | Tiger AA | Midlothian Fiel | Final-(TIE) | Tiger 7, OLGia 7 | |
| 29 | Thu 8:30PM | CN34Devils | Colt 45s | Bensenville | Final | CN34D 6, Colt 5 | |
| 30 | Fri 7:30PM | Bulldogs | Islanders | Midlothian Fiel | Final | Bulld 11, Islan 3 | |
| 31 | Sat 2:30PM | Colt 45s | Tiger AA | Benedictine Uni | Final | Tiger 13, Colt 2 | |
| 31 | Sat 3:00PM | OLGiants | Legends | Eisenhower High | Final | OLGia 7, Legen 0 | |
August, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 01 | Sun 9:00AM | Legends | Islanders | Benedictine Uni | Final-(TIE) | Islan 7, Legen 7 | |
| 01 | Sun 11:45AM | Yankees | Bulldogs | Tiger Field - A | Final | Yanke 11, Bulld 1 | |
| 01 | Sun 2:30PM | Wolves | CN34Devils | Tiger Field - A | Final | CN34D 15, Wolve 5 | |
| 02 | Mon 7:30PM | Tiger AA | OLJets | Midlothian Fiel | Final | Tiger 18, OLJet 5 | |
| 02 | Mon 7:30PM | Colt 45s | CN34Astros | Continental Fie | Final | CN34A 25, Colt 1 | |
| 02 | Mon 8:00PM | Yankees | OLPandas | Westmont/ Veter | Final | Yanke 11, OLPan 5 | |
| 04 | Wed 8:45PM | CN24Rippers | Tiger AA | Bensenville | Final | CN24R 5, Tiger 1 | |
| 07 | Sat 4:30PM | Colt 45s | Wolves | Tiger Field - A | Final | Colt 14, Wolve 6 | |
| 08 | Sun 9:00AM | Islanders | Bulldogs | Tiger Field - A | Final | Islan 9, Bulld 8 | |
| 08 | Sun 11:00AM | OLCyclones | Yankees | Oak Forest Shoo | Final | Yanke 11, OLCyc 5 | |
| 08 | Sun 3:00PM | OLJets | Legends | Rice Park | Final | Legen 16, OLJet 1 | |
| 09 | Mon 7:30PM | Wolves | Colt 45s | Midlothian Fiel | Final | Wolve 20, Colt 10 | |
| 09 | Mon 7:30PM | Legends | CN34BlueSox | Continental Fie | RAINOUT | ||
| 10 | Tue 7:30PM | Bulldogs | CN24Rippers | Continental Fie | RAINOUT | ||
| 11 | Wed 7:30PM | Tiger AA | CN34Woodpeckers | Continental Fie | RAINOUT | ||
| 11 | Wed 8:15PM | Islanders | CN24RiverBandit | McCaslin Park | RAINOUT | ||
| 12 | Thu 7:30PM | Yankees | CN34RedSox | Continental Fie | Final | CN34R 6, Yanke 1 | |
| 14 | Sat 9:00AM | Legends | Wolves | Tiger Field - A | Final | Legen 10, Wolve 1 | |
| 14 | Sat 11:45AM | Colt 45s | Bulldogs | Tiger Field - A | Final | Bulld 12, Colt 1 | |
| 15 | Sun 9:00AM | Tiger AA | Islanders | Tiger Field - A | Final | Tiger 7, Islan 0 | |
| 16 | Mon 8:15PM | Bulldogs | CN24Pirates | McCaslin Park | Final | CN24P 5, Bulld 0 | |
| 17 | Tue 7:30PM | Legends | Yankees | Midlothian Fiel | Final | Yanke 7, Legen 3 | |
| 18 | Wed 7:30PM | Bulldogs | Colt 45s | DuPage Medical | Final | Bulld 14, Colt 4 | |
| 19 | Thu 7:30PM | Tiger AA | CN34Woodpeckers | Ozinga Field (f | Final | CN34W 14, Tiger 3 | |
| 21 | Sat 9:00AM | Legends | Bulldogs | McCook - Ken Pl | Final | Bulld 7, Legen 4 | |
| 21 | Sat 9:30AM | OLPandas | Wolves | Eisenhower High | Final | OLPan 16, Wolve 1 | |
| 21 | Sat 11:45AM | Yankees | Colt 45s | McCook - Ken Pl | CANCELLED | ||
| 22 | Sun 9:30AM | OLGiants | Wolves | Eisenhower High | Final | OLGia 7, Wolve 0 | |
| 22 | Sun 12:15PM | OLCyclones | Bulldogs | Oak Lawn | Final-(TIE) | Bulld 13, OLCyc 13 | |
| 24 | Tue 7:30PM | Islanders | Colt 45s | Continental Fie | RAINOUT | ||
| 25 | Wed 7:30PM | Bulldogs | CN24Rippers | Continental Fie | Final | CN24R 7, Bulld 0 | |
| 26 | Thu 7:30PM | Colt 45s | Legends | DuPage Medical | Final | Colt 7, Legen 0 | |
| 26 | Thu 8:00PM | Islanders | Wolves | Ozinga Field (f | Final | Islan 8, Wolve 7 | |
| 28 | Sat 9:00AM | Legends | Colt 45s | Ozinga Field (f | Final | Legen 7, Colt 5 | |
| 28 | Sat 11:45AM | Bulldogs | Yankees | Ozinga Field (f | Final | Yanke 11, Bulld 1 | |
| 30 | Mon 7:30PM | Tiger AA | Bulldogs | Midlothian Fiel | Final | Tiger 6, Bulld 2 | |
| 31 | Tue 7:30PM | Yankees | Wolves | Midlothian Fiel | Final | Yanke 7, Wolve 0 | |
September, 2021| Date | Home | Visitor | Location | Status | Score | ||
| 02 | Thu 8:00PM | Yankees | Colt 45s | River Upper Fie | Final | Yanke 13, Colt 2 | |
| * | 07 | Tue 7:30PM | Islanders | Colt 45s | Midlothian Fiel | Final | Islan 10, Colt 8 |
| * | 09 | Thu 8:00PM | Bulldogs | Islanders | Westmont/ Veter | Final | Bulld 10, Islan 5 |
| * | 11 | Sat 11:45AM | Tiger AA | Legends | Midlothian Fiel | Final | Tiger 9, Legen 5 |
| * | 11 | Sat 11:45AM | Yankees | Bulldogs | Tiger Field - A | Final | Yanke 3, Bulld 0 |
| * | 11 | Sat 2:30PM | Legends | Tiger AA | Midlothian Fiel | Final | Tiger 7, Legen 5 |
| * | 11 | Sat 2:30PM | Bulldogs | Yankees | Tiger Field - A | Final | Yanke 7, Bulld 4 |
| * | 12 | Sun 2:30PM | Tiger AA | Legends | Midlothian Fiel | CANCELLED | |
| * | 12 | Sun 2:30PM | Yankees | Bulldogs | Tiger Field - A | CANCELLED | |
| * | 18 | Sat 9:00AM | Yankees | Tiger AA | Tiger Field - A | Final | Tiger 4, Yanke 1 |
| * | 18 | Sat 11:45AM | Tiger AA | Yankees | Tiger Field - A | Final | Tiger 4, Yanke 0 |
| * | 19 | Sun 9:00AM | Yankees | Tiger AA | Tiger Field - A | CANCELLED | |