[4] Cobh Ramblers 0-2 Drogheda United [4] 2020-02-22 19:00
Stadium: St. Colman's Park Round: 1
Home Manager: Stephen Henderson Away Manager: Tim Clancy
Head to Head
| Republic of Ireland First Division | 2019/07/05 18:45 | Drogheda United v Cobh Ramblers | L | 4-2 |
| Republic of Ireland First Division | 2019/04/27 18:00 | Cobh Ramblers v Drogheda United | L | 1-4 |
| Republic of Ireland First Division | 2019/02/22 19:45 | Drogheda United v Cobh Ramblers | L | 4-0 |
| Republic of Ireland First Division | 2018/09/22 18:45 | Cobh Ramblers v Drogheda United | L | 0-2 |
| Republic of Ireland First Division | 2018/06/29 18:45 | Drogheda United v Cobh Ramblers | L | 2-1 |
| Republic of Ireland First Division | 2018/04/21 18:45 | Cobh Ramblers v Drogheda United | L | 1-5 |
| Republic of Ireland Play-Offs | 2016/10/28 18:45 | Drogheda United v Cobh Ramblers | W | 1-2 |
| Republic of Ireland Play-Offs | 2016/10/22 18:15 | Cobh Ramblers v Drogheda United | L | 0-2 |
| Republic of Ireland First Division | 2016/09/02 18:45 | Drogheda United v Cobh Ramblers | L | 2-0 |
| Republic of Ireland First Division | 2016/07/09 18:15 | Cobh Ramblers v Drogheda United | W | 2-1 |
| Republic of Ireland First Division | 2016/04/29 18:45 | Drogheda United v Cobh Ramblers | L | 1-0 |
| Republic of Ireland First Division | 2016/03/12 19:15 | Cobh Ramblers v Drogheda United | D | 1-1 |