| England National League North | 2020/01/01 15:00 | Chester v Southport | W | 4-0 |
| England National League North | 2019/12/26 15:00 | Southport v Chester | W | 1-3 |
| England National League North | 2019/01/01 15:00 | Chester v Southport | D | 0-0 |
| England National League North | 2018/12/26 15:00 | Southport v Chester | L | 3-0 |
| England FA Trophy | 2018/11/27 19:45 | Chester v Southport | L | 0-2 |
| England FA Trophy | 2018/11/24 15:00 | Southport v Chester | D | 0-0 |
| England National League | 2017/02/25 15:00 | Southport v Chester | W | 0-1 |
| England National League | 2016/11/22 19:45 | Chester v Southport | D | 2-2 |
| England FA Cup Qualification | 2021/10/05 18:45 | Chester v Marske United | L | 0-4 |
| England FA Cup Qualification | 2021/10/02 14:00 | Marske United v Chester | D | 0-0 |
| England National League North | 2021/09/25 14:00 | Chester v Blyth Spartans | W | 5-1 |
| England FA Cup Qualification | 2021/09/21 18:45 | Chester v Darlington 1883 | W | 1-0 |
| England FA Cup Qualification | 2021/09/18 14:00 | Darlington 1883 v Chester | D | 0-0 |
| England National League North | 2021/09/11 14:00 | Chorley v Chester | L | 4-1 |
| England National League North | 2021/09/04 14:00 | Chester v Alfreton Town | W | 3-2 |
| England National League North | 2021/08/30 14:00 | Kidderminster v Chester | L | 3-1 |
| England FA Cup Qualification | 2021/10/05 18:45 | Southport v Spennymoor Town | W | 3-2 |
| England FA Cup Qualification | 2021/10/02 14:00 | Spennymoor Town v Southport | D | 0-0 |
| England FA Cup Qualification | 2021/09/21 18:45 | Southport v Chorley | W | 1-0 |
| England FA Cup Qualification | 2021/09/18 14:00 | Chorley v Southport | D | 2-2 |
| England National League North | 2021/09/11 14:00 | Brackley v Southport | L | 1-0 |
| England National League North | 2021/09/04 14:00 | Southport v Gateshead | D | 3-3 |
| England National League North | 2021/08/30 14:00 | AFC Fylde v Southport | L | 2-1 |
| England National League North | 2021/08/28 14:00 | Southport v Kidderminster | D | 1-1 |