Stadium: Alexandra Stadium Round: 18
Referee: Anthony Backhouse Home Manager: David Artell Away Manager: Steve Evans
| England League 1 | 2021/01/26 18:00 | Gillingham v Crewe | L | 4-1 |
| England League 1 | 2020/11/03 19:00 | Crewe v Gillingham | L | 0-1 |
| England League 1 | 2016/03/12 15:00 | Gillingham v Crewe | L | 3-0 |
| England League 1 | 2015/10/17 14:00 | Crewe v Gillingham | L | 0-1 |
| England League 1 | 2015/01/10 15:00 | Crewe v Gillingham | W | 3-1 |
| England League 1 | 2014/08/30 14:00 | Gillingham v Crewe | L | 2-0 |
| England EFL Trophy | 2021/10/05 18:00 | Crewe v Wigan | W | 2-0 |
| England League 1 | 2021/10/02 14:00 | Crewe v Cambridge Utd | D | 2-2 |
| England League 1 | 2021/09/28 18:45 | Plymouth v Crewe | D | 1-1 |
| England League 1 | 2021/09/25 14:00 | Rotherham v Crewe | D | 1-1 |
| England League 1 | 2021/09/21 18:45 | Crewe v Morecambe | L | 1-3 |
| England League 1 | 2021/09/18 14:00 | Crewe v Burton Albion | W | 2-0 |
| England League 1 | 2021/09/11 14:00 | Shrewsbury v Crewe | D | 1-1 |
| England EFL Trophy | 2021/08/31 18:00 | Shrewsbury v Crewe | W | 0-1 |
| England EFL Trophy | 2021/10/05 18:00 | Gillingham v Ipswich | L | 0-2 |
| England League 1 | 2021/10/02 14:00 | Gillingham v Wigan | L | 0-2 |
| England League 1 | 2021/09/28 18:45 | Cambridge Utd v Gillingham | W | 0-2 |
| England League 1 | 2021/09/25 14:00 | Oxford Utd v Gillingham | D | 1-1 |
| England League 1 | 2021/09/21 18:45 | Gillingham v Charlton | D | 1-1 |
| England League 1 | 2021/09/18 14:00 | Gillingham v Milton Keynes Dons | L | 1-4 |
| England League 1 | 2021/09/11 14:00 | Burton Albion v Gillingham | D | 1-1 |
| England EFL Trophy | 2021/09/07 18:30 | Colchester v Gillingham | W | 0-1 |