Events & Deadlines Summary (PDF)
| MONTH | DATE | SPORT | EVENT/DEADLINE | LOCATION |
| August | 15 | Fall Sports | Deadline to Submit Complete Schedule | Convenor, OCAA Office |
| September | 15 | Winter Sports | Deadline to Submit Complete Schedule | Convenor, OCAA Office |
| 18 | Golf | Entry Deadline | Convenor, OCAA Office | |
| 15 | Fall League Sports | Roster with Pronunciation Deadline (Appendix BB) | Convenor, OCAA Office | |
| 24 | Golf | Name Submission Deadline | Convenor, Host, OCAA Office | |
| 28 | Cross Country Running | Entry Deadline | Convenor, OCAA Office | |
| 29-2 | Golf | OCAA Championship | Georgian, Barrie | |
| October | 7 | Fall League Sports | Additions to Player Declaration List (Appendix U) | OCAA Office, Convenor |
| 15 | Basketball/Volleyball | Deadline for Roster and Player Declaration List (Fall Semester) (Appendix BB & U) | OCAA Office, Convenor | |
| 16 | Men’s & Women’s Soccer | Qualifying Games | Higher Seeded Team | |
| 14-18 | Golf | CCAA Championship | OCAA – Humber - Toronto, ON | |
| 17-19 | Men’s Baseball | OCAA Championship | Lambton, Sarnia | |
| 17-19 | Women’s Softball | OCAA Championship | Durham, Oshawa | |
| 19 | Men’s & Women’s Soccer | Quarter-Final Games | Higher Seeded Team | |
| 26 | Cross Country Running | OCAA Championship | Seneca, King City | |
| 26 | Women’s Rugby Sevens | OCAA Championship | Loyalist, Belleville | |
| 25-27 | Men’s & Women’s Soccer | OCAA Championship | Higher Seeded Team | |
| 26-27 | Men’s Rugby | Quarter-Final Games | Higher Seeded Team | |
| November | 2-3 | Men’s Rugby | Semi-Final Games | Higher Seeded Team |
| 6-9 | Men’s Soccer | CCAA Championship | ACAA – St. Thomas - Fredericton NB | |
| 6-9 | Women’s Soccer | CCAA Championship | PACWEST – Capilano – North Vancouver, BC | |
| 8-9 | Cross Country Running | CCAA Championship | OCAA – St. Clair - Windsor, ON | |
| 9-10 | Men’s Rugby | OCAA Championship | Higher Seeded Team | |
| 15 | OCAA Members | Team Academic Success Form (Appendix RRR) | OCAA Office | |
| December | 3-4 | OCAA Athletic Directors | Annual Directors Meeting | Toronto, ON |
| 3-4 | OCAA Members | Intent to host Regionals, Championships, Nationals | OCAA Directors Meeting | |
| January | 17 | Badminton | Entry Deadline | Convenor, OCAA Office |
| 21 | Basketball/Volleyball/Badminton | AD/Registrar Reauthorization deadline to Player Declaration List (Appendix U) | OCAA Office, Convenor | |
| 30 | Basketball/Volleyball | Final Additions to Player Declaration List (Appendix U) | OCAA Office | |
| February | 5-7 | Curling | OCAA Championship | Mohawk, Hamilton |
| 8-9 | Men’s & Women’s Volleyball | Qualifying Games | Higher Seeded Team | |
| 14-15 | Badminton | OCAA Championship | Conestoga, Kitchener | |
| 15-16 | Men’s & Women’s Basketball | Qualifying Games | Higher Seeded Team | |
| 15-16 | Men’s & Women’s Volleyball | Quarter-Final Games | Higher Seeded Team | |
| 17 | OCAA Members | OCAA All-Academic Award Confirmation Form for First Semester APPENDIX E | OCAA Office | |
| 21-23 | Men’s & Women’s Volleyball | OCAA Championship | Higher Seeded Team | |
| 21-23 | Men’s & Women’s Basketball | Quarter-Final Games | Higher Seeded Team | |
| 24 | Men's & Women's Indoor Soccer | Regionals – Pool A (Seneca) | Ontario Soccer Centre, Vaughan | |
| 24-28 | Curling | CCAA Invitational Championships | Lethbridge, AB | |
| 25 | Men's & Women's Indoor Soccer | Regionals – Pool B (Lakehead Orillia) | Ontario Soccer Centre, Vaughan | |
| 26 | Men's & Women's Indoor Soccer | Regionals – Pool C (Humber) | Ontario Soccer Centre, Vaughan | |
| March | 26-1 | Badminton | CCAA Championship | ACAC |
| 28-2 | Men's & Women’s Basketball | OCAA Championship | Higher Seeded Team | |
| 5-8 | Women's Volleyball | CCAA Championship | OCAA – Durham - Oshawa, ON | |
| 5-8 | Men's Volleyball | CCAA Championship | MCAC | |
| 7-8 | Men’s & Women’s Indoor Soccer | OCAA Championship (Centennial) | Ontario Soccer Centre, Vaughan | |
| 15 | OCAA Members | OCAA Media Award Nominations | OCAA Marketing Committee | |
| 12-15 | Men's Basketball | CCAA Championship | RSEQ | |
| 12-15 | Women's Basketball | CCAA Championship | ACAA | |
| 17 | OCAA Members | OCAA Coach of the Year (Appendix F3) | OCAA Office | |
| 30 | CCAA Members | CCAA Academic All-Canadian nominations | CCAA Office | |
| April | 2 | OCAA Members | Athlete of the Year, Rookie of the Year, Athletic Administrator of the Year Nomination Forms (Appendix F1, F2, F4) | OCAA Office |
| 15 | OCAA Members | All Expense Claims for 2023-2024 Travel, Championships, etc (Original Copy) (Appendix I) | OCAA Office | |
| 18 | OCAA Members | All Invoices Paid | OCAA Office and/or other Member Colleges | |
| May | 4-8 | OCAA Members | Annual Meeting | North York, ON |
| 6-7 | OCAA Members | Player Reinstatement Forms (Appendix V) | AGM Sport Meetings | |
| June | 3 | OCAA Members | CCAA Commitment/Payment | OCAA Office |
| 3 | OCAA Members | OCAA All-Academic Award Confirmation Form for Second Semester (Appendix E) | OCAA Office | |
| 15 | OCAA Members | Academic/Athletic Awards Program Registration Form (Original Copy) (Appendix D) | OCAA Office | |
| 15 | OCAA Members | Final Corrections to League Schedules (Appendix B) | OCAA Office | |
| July | 31 | OCAA Members | Final Corrections to Media Guide Pages | OCAA Office |
| August | 15 | OCAA Members | Deadline to submit Letter of Intent (Appendix LLL) | OCAA Office |