Head to Head
| 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 | 2016/10/15 14:00 | Southport v Chester | L | 1-0 |
Home History
| England National League North | 2019/12/28 15:00 | Chester v Curzon Ashton | L | 0-1 |
| England National League North | 2019/12/26 15:00 | Southport v Chester | W | 1-3 |
| England National League North | 2019/12/21 15:00 | Chester v AFC Telford | D | 0-0 |
| England FA Trophy | 2019/12/17 19:45 | Chester v Hednesford | W | 2-1 |
| England FA Trophy | 2019/12/14 15:00 | Hednesford v Chester | D | 0-0 |
| England National League North | 2019/12/07 15:00 | Darlington 1883 v Chester | L | 2-0 |
| England National League North | 2019/11/30 15:00 | Chester v Bradford P A | W | 2-1 |
| England FA Trophy | 2019/11/23 15:00 | Brackley v Chester | W | 0-1 |
Away History
| England National League North | 2019/12/28 15:00 | Altrincham v Southport | L | 3-0 |
| England National League North | 2019/12/26 15:00 | Southport v Chester | L | 1-3 |
| England National League North | 2019/12/21 15:00 | Blyth Spartans v Southport | W | 1-4 |
| England FA Trophy | 2019/12/17 19:45 | Southport v South Shields | W | 3-1 |
| England FA Trophy | 2019/12/14 15:00 | South Shields v Southport | D | 2-2 |
| England National League North | 2019/12/07 15:00 | Southport v Gloucester | W | 1-0 |
| England National League North | 2019/11/30 15:00 | Kidderminster v Southport | W | 0-1 |
| England FA Trophy | 2019/11/23 15:00 | Colne v Southport | W | 2-3 |