[5] Bray Wanderers 0-0 Cobh Ramblers [6] 2020-07-31 18:45
Stadium: Carlisle Grounds Round: 4
Home Manager: Gary Cronin Away Manager: Stephen Henderson
Head to Head
| Republic of Ireland First Division | 2019/08/16 18:45 | Bray Wanderers v Cobh Ramblers | D | 3-3 |
| Republic of Ireland First Division | 2019/05/31 18:45 | Cobh Ramblers v Bray Wanderers | L | 1-0 |
| Republic of Ireland First Division | 2019/03/29 19:45 | Bray Wanderers v Cobh Ramblers | W | 1-0 |
Home History
| Republic of Ireland League Cup | 2020/03/10 19:45 | Wexford FC v Bray Wanderers | W | 1-2 |
| Republic of Ireland First Division | 2020/02/28 19:45 | Bray Wanderers v Wexford FC | W | 2-0 |
| Republic of Ireland First Division | 2020/02/21 19:45 | Cabinteely FC v Bray Wanderers | L | 4-2 |
| Europe Friendlies | 2020/02/07 19:45 | Shelbourne v Bray Wanderers | W | 0-1 |
| Europe Friendlies | 2020/02/01 14:00 | Waterford FC v Bray Wanderers | L | 1-0 |
| Republic of Ireland First Division | 2019/09/21 18:45 | Bray Wanderers v Drogheda United | W | 4-1 |
| Republic of Ireland First Division | 2019/09/14 18:30 | Longford Town v Bray Wanderers | W | 1-2 |
| Republic of Ireland First Division | 2019/08/30 18:45 | Shelbourne v Bray Wanderers | D | 0-0 |
Away History
| Republic of Ireland League Cup | 2020/03/10 19:30 | UCC v Cobh Ramblers | W | 4-5 |
| Republic of Ireland First Division | 2020/03/07 19:00 | Cobh Ramblers v Athlone Town | W | 3-2 |
| Republic of Ireland First Division | 2020/02/28 19:45 | UCD v Cobh Ramblers | L | 1-0 |
| Republic of Ireland First Division | 2020/02/22 19:00 | Cobh Ramblers v Drogheda United | L | 0-2 |
| Europe Friendlies | 2020/02/02 14:02 | Cork City v Cobh Ramblers | L | 2-1 |
| Europe Friendlies | 2020/01/16 20:03 | Cobh Ramblers v St Patricks | L | 1-5 |
| Republic of Ireland Munster Senior League | 2019/12/03 19:45 | Rockmount v Cobh Ramblers | L | 2-0 |
| Republic of Ireland First Division | 2019/09/21 18:45 | Cobh Ramblers v Longford Town | L | 1-3 |