Home History
| England League 2 | 2025/10/04 14:00 | Colchester v Chesterfield | L | 6-2 |
| England League 2 | 2025/09/27 14:00 | Chesterfield v Newport County | W | 4-1 |
| England League 2 | 2025/09/20 14:00 | Bromley v Chesterfield | D | 2-2 |
| England League 2 | 2025/09/13 14:00 | Chesterfield v Milton Keynes Dons | D | 1-1 |
| England League 2 | 2025/09/06 14:00 | Walsall v Chesterfield | L | 1-0 |
| England EFL Trophy | 2025/09/02 18:00 | Crewe v Chesterfield | L | 7-1 |
| England League 2 | 2025/08/30 14:00 | Chesterfield v Crawley Town | D | 2-2 |
| England League 2 | 2025/08/23 14:00 | Harrogate Town v Chesterfield | W | 1-2 |
Away History
| England Premier League 2 | 2025/10/03 18:00 | Fulham U21 v Liverpool U21 | D | 1-1 |
| England Premier League 2 | 2025/09/27 11:00 | Ipswich U21 v Liverpool U21 | L | 3-2 |
| England Premier League 2 | 2025/09/21 13:00 | Liverpool U21 v Man Utd U21 | L | 1-2 |
| England EFL Trophy | 2025/09/02 18:00 | Burton Albion v Liverpool U21 | L | 2-0 |
| England Premier League 2 | 2025/08/29 18:00 | Stoke U21 v Liverpool U21 | W | 1-2 |
| England Premier League 2 | 2025/08/25 13:00 | Liverpool U21 v Burnley U21 | L | 2-3 |
| England Premier League 2 | 2025/08/18 18:00 | Leicester U21 v Liverpool U21 | L | 4-2 |
| England Premier League 2 | 2025/04/25 18:00 | Man City U21 v Liverpool U21 | L | 2-1 |
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