| Fri, Aug 29 | Boys Varsity Golf (A) vs GCL | 4:00 PM | Twin Base Golf Club |
| | Boys Varsity Football (H) vs Monroe | W 21-7 | 1-1 / Youth/Meet the Teams Night |
| Sat, Aug 30 | Coed Varsity Cross Country (A) vs Lebanon | 8:00 AM | Lebanon High School |
| | Boys Junior Varsity Football (A) vs Monroe | L 0-17 | 1-1 |
| Tue, Sep 02 | Boys Varsity Golf (A) vs Beavercreek | 8:00 AM | Beavercreek Golf Course |
| | Girls Varsity Golf (A) vs Lakota East Invitational | 8:00 AM | Four Bridges Country Club |
| | Girls Freshman Volleyball (H) vs McNicholas | 4:30 PM | Bishop Fenwick - Gym |
| | Girls Junior Varsity Soccer (H) vs Valley View | 5:00 PM | Bishop Fenwick/Yeager Field |
| | Girls Varsity Tennis (A) vs Mariemont | 5:00 PM | Mariemont High School |
| | Girls Junior Varsity Tennis (H) vs Mariemont | 5:00 PM | Bishop Fenwick High School |
| | Boys Junior Varsity Soccer (A) vs Dayton Christian High School | 5:30 PM | Ron Pinsenschaum Memorial Stadium |
| | Girls Junior Varsity Volleyball (H) vs McNicholas | 5:30 PM | Bishop Fenwick - Gym |
| | Girls Junior Varsity Golf (H) vs Goshen | 5:30 PM | Green Crest Golf Club |
| | Girls Varsity Volleyball (H) vs McNicholas | 6:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Soccer (H) vs Valley View | 7:00 PM | Bishop Fenwick/Yeager Field |
| | Boys Varsity Soccer (A) vs Dayton Christian High School | 7:15 PM | Ron Pinsenschaum Memorial Stadium |
| Wed, Sep 03 | Boys Varsity Golf (A) vs GCL | 2:50 PM | Pipestone Golf Course |
| Thu, Sep 04 | Boys Varsity Golf (A) vs Miamisburg | 3:30 PM | Pipestone Golf Course |
| | Boys Junior Varsity Golf (H) vs Miamisburg | 4:00 PM | Shaker Run Golf Course |
| | Girls Junior Varsity Golf (A) vs Spingboro | 4:00 PM | Heatherwoode Golf Club |
| | Girls Freshman Volleyball (H) vs Alter | 4:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Tennis (H) vs Alter | 5:00 PM | Bishop Fenwick High School |
| | Girls Junior Varsity Tennis (A) vs Alter | 5:00 PM | Alter High School |
| | Boys Junior Varsity Soccer (H) vs Chaminade Julienne | 5:00 PM | Bishop Fenwick/Yeager Field |
| | Girls Junior Varsity Volleyball (H) vs Alter | 5:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Volleyball (H) vs Alter | 6:30 PM | Bishop Fenwick - Gym |
| | Boys Varsity Soccer (H) vs Chaminade Julienne | 7:00 PM | Bishop Fenwick/Yeager Field |
| Fri, Sep 05 | Boys Varsity Football (H) vs Franklin | 7:00 PM | Bishop Fenwick/Yeager Field |
| Sat, Sep 06 | Coed Varsity Cross Country (A) vs Mason Invitational | 9:00 AM | Corwin M. Nixon Park |
| | Boys Junior Varsity Football (A) vs Franklin | 10:00 AM | Franklin High School |
| | Girls Freshman Volleyball (A) vs Ursuline | 11:00 AM | Ursuline Academy |
| | Girls Junior Varsity Volleyball (A) vs Ursuline | 12:00 PM | Ursuline Academy |
| | Girls Varsity Volleyball (A) vs Ursuline | 1:00 PM | Ursuline Academy |
| | Boys Varsity Golf (A) vs Monroe | 1:30 PM | Pleasant Hills |
| | Girls Varsity Golf (A) vs Worthington Christian | 2:00 PM | Mill Creek Golf Club |
| Mon, Sep 08 | Girls Junior Varsity Tennis (A) vs Anderson | 5:00 PM | Anderson High School |
| | Girls Varsity Tennis (A) vs Anderson | 5:00 PM | Bishop Fenwick High School |
| | Girls Junior Varsity Soccer (H) vs Taylor High School | 5:00 PM | Bishop Fenwick/Yeager Field |
| | Girls Varsity Soccer (H) vs Taylor High School | 7:00 PM | Bishop Fenwick/Yeager Field |
| Tue, Sep 09 | Girls Varsity Golf (A) vs Mason | 4:00 PM | Walden Ponds Golf Course |
| | Girls Freshman Volleyball (H) vs Chaminade Julienne | 4:30 PM | Bishop Fenwick - Gym |
| | Boys Junior Varsity Soccer (H) vs McNicholas | 5:00 PM | Bishop Fenwick/Yeager Field |
| | Girls Junior Varsity Tennis (A) vs Wyoming | 5:00 PM | Wyoming High School |
| | Girls Varsity Tennis (H) vs Wyoming | 5:00 PM | Bishop Fenwick High School |
| | Girls Junior Varsity Golf (A) vs Harrison | 5:10 PM | Robin's Nest GC |
| | Girls Junior Varsity Volleyball (H) vs Chaminade Julienne | 5:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Volleyball (H) vs Chaminade Julienne | 6:30 PM | Bishop Fenwick - Gym |
| | Boys Varsity Soccer (H) vs McNicholas | 7:00 PM | Bishop Fenwick/Yeager Field |
| Wed, Sep 10 | Boys Varsity Golf (H) vs Milford | 4:00 PM | Shaker Run Golf Course / Senior Night |
| | Boys Junior Varsity Golf (H) vs Milford | 4:00 PM | Shaker Run Golf Course |
| | Girls Varsity Soccer (A) vs Carroll | 6:30 PM | Carroll High School |
| Thu, Sep 11 | Girls Varsity Golf (A) vs Lebanon | 3:15 PM | Harmon Golf Course |
| | Boys Varsity Golf (A) vs Madeira | 3:50 PM | Mill GC |
| | Girls Junior Varsity Golf (A) vs Loveland | 4:00 PM | TBA |
| | Girls Freshman Volleyball (A) vs Carroll | 4:30 PM | Carroll High School |
| | Girls Junior Varsity Tennis (A) vs Badin | 5:00 PM | Badin High School |
| | Girls Varsity Tennis (H) vs Badin | 5:00 PM | Bishop Fenwick High School |
| | Girls Junior Varsity Volleyball (A) vs Carroll | 5:30 PM | Carroll High School |
| | Girls Varsity Volleyball (A) vs Carroll | 6:30 PM | Carroll - Main Gym |
| | Boys Varsity Football (H) vs Edgewood | 7:00 PM | Bishop Fenwick/Yeager Field / Military Night |
| Fri, Sep 12 | Girls Varsity Golf (A) vs Chaminade Julienne | 4:15 PM | Event Postponed |
| | Girls Varsity Golf (A) vs Northmont | 4:20 PM | Twin Base Golf Club |
| | Girls Varsity Golf (A) vs Alter | 4:25 PM | Twin Base Golf Club |
| Sat, Sep 13 | Coed Varsity Cross Country (A) vs Springboro Invitational | 9:00 AM | Springboro High School |
| | Boys Junior Varsity Football (A) vs Edgewood | 10:00 AM | Edgewood High School |
| | Boys Junior Varsity Soccer (A) vs Middletown | 11:00 AM | Middletown High School |
| | Boys Varsity Soccer (A) vs Middletown | 12:30 PM | Middletown High School |
| | Girls Freshman Volleyball (H) vs Lakota East | 4:30 PM | Bishop Fenwick/Yeager Field |
| | Girls Junior Varsity Volleyball (H) vs Lakota East | 5:45 PM | Bishop Fenwick/Yeager Field |
| | Girls Varsity Volleyball (H) vs Lakota East | 7:30 PM | Bishop Fenwick/Yeager Field / Volley Under the Lights |
| Sun, Sep 14 | Girls Varsity Golf (A) vs GCL-Coed Championships | 1:00 PM | Walden Ponds Golf Course |
| | Boys Varsity Golf (A) vs GCL | 1:00 PM | Walden Ponds Golf Club |
| Mon, Sep 15 | Girls Varsity Golf (A) vs GCL Coed Championships | 8:00 AM | Walden Ponds Golf Course |
| | Boys Varsity Golf (A) vs GCL | 8:30 AM | Walden Ponds Golf Club |
| | Girls Freshman Volleyball (H) vs Mason | 4:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Tennis (A) vs Beavercreek | 5:00 PM | Beavercreek High School |
| | Girls Junior Varsity Tennis (H) vs Beavercreek | 5:00 PM | Bishop Fenwick High School |
| | Girls Junior Varsity Volleyball (H) vs Mason | 5:30 PM | Bishop Fenwick - Gym |
| | Girls Varsity Volleyball (H) vs Mason | 6:30 PM | Bishop Fenwick - Gym |