[16] Darlington 2-0 Chester [3] 2019-12-07 15:00
Stadion: The Northern Echo Darlington Arena Round: 20
Head to Head
| England - National League North | 2019/03/27 19:45 | Darlington 1883 v Chester | L | 0-1 |
| England - National League North | 2018/12/01 15:00 | Chester v Darlington 1883 | L | 3-1 |
Home History
| England - National League North | 2019/12/03 19:45 | Leamington v Darlington 1883 | L | 3-0 |
| England - National League North | 2019/11/30 15:00 | Darlington 1883 v AFC Telford | L | 2-3 |
| England - FA Trophy | 2019/11/23 15:00 | Darlington 1883 v Gainsborough | W | 2-1 |
| England - FA Cup | 2019/11/20 19:45 | Darlington 1883 v Walsall | L | 0-1 |
| England - National League North | 2019/11/16 15:00 | Brackley v Darlington 1883 | L | 5-1 |
| England - FA Cup | 2019/11/09 15:00 | Walsall v Darlington 1883 | D | 2-2 |
| England - National League North | 2019/11/02 15:00 | Darlington 1883 v Hereford FC | D | 0-0 |
| England - National League North | 2019/10/30 19:45 | Darlington 1883 v Kidderminster | W | 1-0 |
Away History
| 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 |
| 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 |