| L1 | 2024-2025 | 08/02/2025 | Bolton Wanderers | 4-3 | Crawley Town | Jordi Osei-Tutu, Alex Murphy, Josh Sheehan, Own Goal | Highlights | 20,384 | Win |
| L1 | 2024-2025 | 28/09/2024 | Crawley Town | 0-2 | Bolton Wanderers | Kyle Dempsey, John McAtee | Highlights | 4,696 | Win |
| L2 | 2020-2021 | 08/05/2021 | Bolton Wanderers | 4-1 | Crawley Town | Antoni Sarcevic, Oladapo Afolayan, Eoin Doyle, Lloyd Isgrove | Highlights | Unknown | Win |
| L2 | 2020-2021 | 02/01/2021 | Bolton Wanderers | 0-1 | Crawley Town | | Highlights | Unknown | Loss |
| LC2 | 2012-2013 | 28/08/2012 | Crawley Town | 2-1 | Bolton Wanderers | Afobe | | 2,678 | Loss |