Head to Head
| 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 | W | 3-0 |
| England FA Trophy | 2018/11/27 19:45 | Chester v Southport | W | 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 | L | 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 | W | 1-0 |
| England National League | 2016/01/23 15:00 | Chester v Southport | D | 0-0 |
Home History
| England National League North | 2019/11/09 15:00 | Spennymoor Town v Southport | L | 1-0 |
| England National League North | 2019/11/02 15:00 | Southport v Leamington | W | 4-1 |
| England National League North | 2019/10/26 14:00 | Bradford P A v Southport | W | 0-3 |
| England National League North | 2019/10/22 18:45 | Southport v Hereford FC | W | 3-2 |
| England FA Cup Qualification | 2019/10/19 14:00 | Southport v Altrincham | L | 1-3 |
| England National League North | 2019/10/12 14:00 | Southport v Brackley | W | 1-0 |
| England FA Cup Qualification | 2019/10/05 14:00 | Farsley Celtic v Southport | W | 0-5 |
| England National League North | 2019/09/28 14:00 | Boston Utd v Southport | L | 2-0 |
Away History
| England National League North | 2019/11/09 15:00 | Chester v Alfreton Town | W | 3-0 |
| England National League North | 2019/11/02 15:00 | Brackley v Chester | D | 1-1 |
| England National League North | 2019/10/26 14:00 | Chester v York | L | 0-1 |
| England National League North | 2019/10/19 14:00 | Blyth Spartans v Chester | D | 2-2 |
| England National League North | 2019/10/12 14:00 | Kings Lynn Town v Chester | D | 2-2 |
| England National League North | 2019/09/28 14:00 | Chester v Leamington | D | 3-3 |
| England FA Cup Qualification | 2019/09/24 18:45 | Altrincham v Chester | L | 1-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Chester v Altrincham | D | 1-1 |
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