Home History
| Club Friendly List | 2021/07/31 14:00 | Chester v Fleetwood Town | W | 3-0 |
| Club Friendly List | 2021/07/27 18:45 | Trafford v Chester | L | 4-3 |
| Club Friendly List | 2021/07/24 14:00 | Radcliffe FC v Chester | W | 1-2 |
| Club Friendly List | 2021/07/20 18:45 | Northwich Victoria v Chester | W | 1-5 |
| UK Friendlies | 2021/07/17 14:00 | Chester v Bury | W | 4-2 |
| Club Friendly List | 2021/07/11 11:00 | Clitheroe v Chester | W | 0-1 |
| England National League North | 2021/01/19 19:45 | Bradford P A v Chester | D | 3-3 |
| England National League North | 2021/01/05 19:45 | Chester v Guiseley | W | 1-0 |
Away History
| UK Friendlies | 2021/07/31 14:00 | Bolton v Blackburn | D | 2-2 |
| Club Friendly List | 2021/07/27 18:30 | Chorley v Bolton | W | 0-1 |
| Club Friendly List | 2021/07/24 14:00 | Barrow v Bolton | W | 0-1 |
| Club Friendly List | 2021/07/20 18:00 | Bolton v Preston | W | 1-0 |
| UK Friendlies | 2021/07/17 14:00 | FC United of Manchester v Bolton | D | 1-1 |
| Club Friendly List | 2021/07/13 18:30 | Atherton Collieries v Bolton | W | 0-4 |
| World Club Friendlies | 2021/07/10 14:00 | Longridge Town FC v Bolton | W | 1-3 |
| England League 2 | 2021/05/08 14:00 | Crawley Town v Bolton | W | 1-4 |