Teams Ollie Chaplin played for
| Kent Premier League | Holmesdale (2023) |
| Kent Cricket League | Holmesdale (2022-2023) |
| National Village Knockout | Mayfield (2017) |
| Miscellaneous | Mayfield (2020) |
| Free Foresters (2021-2024) | |
| Free Foresters Academy (2021-2023) | |
| Holmesdale (2022-2023) |
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