| L1 | 2025-2026 | 06/09/2025 | Bolton Wanderers | 3-0 | AFC Wimbledon | Mason Burstow, Amario Cozier-Duberry, Joel Randall | Highlights | 20,157 | Win |
| L1 | 2021-2022 | 19/02/2022 | Bolton Wanderers | 4-0 | AFC Wimbledon | Jon Dadi Bodvarsson, Oladapo Afolayan, Dion Charles, Amadou Bakayoko | Highlights | 14,537 | Win |
| L1 | 2021-2022 | 14/08/2021 | AFC Wimbledon | 3-3 | Bolton Wanderers | Eoin Doyle, Josh Sheehan, Oladapo Afolayan | Highlights | Unknown | Draw |
| L1 | 2019-2020 | 07/03/2020 | AFC Wimbledon | 0-0 | Bolton Wanderers | | Highlights | 4,804 | Draw |
| L1 | 2019-2020 | 07/12/2019 | Bolton Wanderers | 2-2 | AFC Wimbledon | Daryl Murphy, Joe Dodoo | Highlights | 11,501 | Draw |
| L1 | 2016-2017 | 04/03/2017 | Bolton Wanderers | 1-1 | AFC Wimbledon | Gary Madine | Highlights | 13,599 | Draw |
| L1 | 2016-2017 | 13/08/2016 | AFC Wimbledon | 1-2 | Bolton Wanderers | Gary Madine, Liam Trotter | Highlights | 4,619 | Win |