| 2024-04-09 16:00:00April 9, 2024 | Pottsgrove vs Oley Valley (PPD) | - | Pioneer Athletic Conference | 2024 | Pottsgrove |
| 2024-03-21 16:00:00March 21, 2024 | Oley Valley vs Upper Perkiomen | 13 - 15 | Pioneer Athletic Conference | 2024 | Oley Valley |
| 2023-04-11 16:00:00April 11, 2023 | Pottsgrove vs Oley Valley | 3 - 6 | PAC | 2023 | Oley Valley |
| 2023-04-06 16:00:00April 6, 2023 | Oley Valley vs Upper Perkiomen | 8 - 9 | PAC | 2023 | Upper Perkiomen |
| 2022-04-02 12:00:00April 2, 2022 | Upper Perkiomen vs Oley Valley | - | Pioneer Athletic Conference | 2022 | Oley Valley |
| 2021-05-19 16:00:00May 19, 2021 | Oley Valley vs Owen J. Roberts | 0 - 4 | | | |
| 2018-05-03 16:00:00May 3, 2018 | Oley Valley vs Daniel Boone | 7 - 4 | | 2018 | Daniel Boone |
| 2018-03-29 16:00:00March 29, 2018 | Owen J. Roberts vs Oley Valley | 0 - 1 | | 2018 | Oley Valley |
| 2018-03-24 12:00:00March 24, 2018 | Oley Valley vs Pottstown | - | | 2018 | Pottstown |
| 2017-06-08 20:45:32June 8, 2017 | Holy Redeemer vs Oley Valley (PIAA-3A Quarterfinal) | 4 - 3 | | 2017 | |
| 2017-06-05 20:43:28June 5, 2017 | Oley Valley vs Conwell-Egan (PIAA-3A Opening Round) | 6 - 5 | | 2017 | |
| 2017-05-15 16:00:00May 15, 2017 | Oley Valley vs Brandywine Heights | 10 - 0 | | 2017 | Oley Valley |
| 2017-05-11 18:16:14May 11, 2017 | Twin Valley vs Oley Valley (BCIAA Quarterfinals) | 4 - 1 | | 2017 | |
| 2017-04-28 18:00:00April 28, 2017 | Kutztown vs Oley Valley | 6 - 7 | | 2017 | Kutztown |
| 2017-04-26 16:00:00April 26, 2017 | Oley Valley vs Hamburg | 11 - 1 | | 2017 | Oley Valley |
| 2017-04-24 16:00:00April 24, 2017 | Oley Valley vs Fleetwood | 9 - 2 | | 2017 | Oley Valley |
| 2017-04-21 16:00:00April 21, 2017 | Oley Valley vs Twin Valley | 5 - 3 | | 2017 | Oley Valley |
| 2017-04-19 16:00:00April 19, 2017 | Schuylkill Valley vs Oley Valley | 5 - 10 | | 2017 | Schuylkill Valley |
| 2017-04-13 16:00:00April 13, 2017 | Oley Valley vs Schuylkill Haven | 6 - 1 | | 2017 | Oley Valley |
| 2017-04-12 16:00:00April 12, 2017 | Oley Valley vs Conrad Weiser | 11 - 0 | | 2017 | Oley Valley |
| 2017-04-10 16:00:00April 10, 2017 | Hamburg vs Oley Valley | 10 - 12 | | 2017 | Hamburg |
| 2017-04-08 13:00:00April 8, 2017 | Owen J. Roberts vs Oley Valley | 7 - 3 | | 2017 | Owen J. Roberts |
| 2017-04-06 16:00:00April 6, 2017 | Oley Valley vs Blue Mountain | - | | 2017 | Oley Valley |
| 2017-04-05 16:00:00April 5, 2017 | Fleetwood vs Oley Valley | 4 - 3 | | 2017 | Fleetwood |
| 2017-03-29 16:15:00March 29, 2017 | Tulpehocken vs Oley Valley | 6 - 11 | | 2017 | Tulpehocken |
| 2017-03-25 11:00:00March 25, 2017 | Pottstown vs Oley Valley | 0 - 12 | | 2017 | Pottstown |
| 2016-06-06 21:58:37June 6, 2016 | Oley Valley vs North Schuylkill (PIAA-AA First Round) | 3 - 6 | Berks Conference | 2016 | |
| 2016-06-02 22:27:22June 2, 2016 | Oley Valley vs Lancaster Catholic | 6 - 6 | Berks Conference | 2016 | Reading |
| 2016-05-31 16:00:18May 31, 2016 | Camp Hill vs Oley Valley | 0 - 2 | Berks Conference | 2016 | Ephrata |
| 2016-05-09 16:15:00May 9, 2016 | Twin Valley vs Oley Valley | 4 - 2 | Berks Conference | 2016 | Oley Valley |
| 2016-05-07 14:00:00May 7, 2016 | Wyomissing vs Oley Valley | - | Berks Conference | 2016 | Oley Valley |
| 2016-05-04 16:15:00May 4, 2016 | Tulpehocken vs Oley Valley | 5 - 15 | Berks Conference | 2016 | Oley Valley |
| 2016-05-02 16:15:00May 2, 2016 | Oley Valley vs Kutztown | 6 - 8 | Berks Conference | 2016 | Kutztown |
| 2016-04-30 12:00:00April 30, 2016 | Pottstown vs Oley Valley | 5 - 0 | Berks Conference, Pioneer Athletic Conference | 2016 | Oley Valley |
| 2016-04-27 16:15:00April 27, 2016 | Brandywine Heights vs Oley Valley | 6 - 4 | Berks Conference | 2016 | Oley Valley |
| 2016-04-25 16:15:00April 25, 2016 | Antietam vs Oley Valley | 1 - 18 | Berks Conference | 2016 | Oley Valley |
| 2016-04-20 16:15:00April 20, 2016 | Oley Valley vs Wyomissing | 5 - 2 | Berks Conference | 2016 | Wyomissing |
| 2016-04-19 16:15:00April 19, 2016 | Oley Valley vs Pequea Valley | 14 - 7 | Berks Conference | 2016 | Pequea Valley |
| 2016-04-18 16:15:00April 18, 2016 | Oley Valley vs Tulpehocken | 18 - 5 | Berks Conference | 2016 | Tulpehocken |
| 2016-04-16 10:00:00April 16, 2016 | Pottsville vs Oley Valley | 0 - 7 | Berks Conference | 2016 | Oley Valley |
| 2016-04-15 16:30:00April 15, 2016 | Oley Valley vs Schuylkill Haven | 7 - 1 | Berks Conference | 2016 | Schuylkill Haven |
| 2016-04-13 16:15:00April 13, 2016 | Kutztown vs Oley Valley | 0 - 8 | Berks Conference | 2016 | Oley Valley |
| 2016-04-11 16:15:00April 11, 2016 | Oley Valley vs Brandywine Heights | 0 - 9 | Berks Conference | 2016 | Brandywine Heights |
| 2016-04-06 16:15:00April 6, 2016 | Oley Valley vs Antietam | 13 - 0 | Berks Conference | 2016 | Antietam |
| 2016-04-05 16:15:00April 5, 2016 | Fleetwood vs Oley Valley | 1 - 8 | Berks Conference | 2016 | Oley Valley |
| 2016-04-02 10:00:00April 2, 2016 | Oley Valley vs Blue Mountain | 6 - 1 | Berks Conference | 2016 | Blue Mountain |
| 2016-03-29 16:15:00March 29, 2016 | Schuylkill Valley vs Oley Valley | 2 - 16 | Berks Conference | 2016 | Oley Valley |
| 2016-03-24 16:15:00March 24, 2016 | Oley Valley vs Berks Catholic | 2 - 0 | Berks Conference | 2016 | Berks Catholic |
