[1] Leyton Orient 3-1 Chesterfield [20] 2018-12-22 15:00
Weather: Good Stadium: Matchroom Stadium Pitch: Good Round: 25
Head to Head
| England National League | 2018/09/01 14:00 | Chesterfield v Leyton Orient | W | 0-1 |
| England League 1 | 2015/02/14 15:00 | Chesterfield v Leyton Orient | W | 2-3 |
| England League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | L | 1-2 |
Home History
| England FA Trophy | 2018/12/15 15:00 | Leyton Orient v Beaconsfield | W | 4-0 |
| England National League | 2018/12/08 12:35 | Boreham Wood v Leyton Orient | L | 1-0 |
| England National League | 2018/12/01 15:00 | Leyton Orient v Gateshead | W | 2-0 |
| England National League | 2018/11/27 19:45 | Leyton Orient v Aldershot | D | 0-0 |
| England National League | 2018/11/24 15:00 | Wrexham v Leyton Orient | W | 0-2 |
| England National League | 2018/11/17 15:00 | Leyton Orient v Bromley | W | 3-1 |
| England National League | 2018/11/03 15:00 | AFC Fylde v Leyton Orient | W | 1-3 |
| England National League | 2018/10/30 19:45 | Eastleigh v Leyton Orient | D | 1-1 |
Away History
| England FA Trophy | 2018/12/15 15:00 | Chesterfield v Basford Utd | W | 5-1 |
| England National League | 2018/12/08 15:00 | Chesterfield v Salford City | W | 2-0 |
| England FA Cup | 2018/12/02 14:00 | Chesterfield v Grimsby | L | 0-2 |
| England National League | 2018/11/27 19:45 | Chesterfield v Bromley | D | 1-1 |
| England National League | 2018/11/24 15:00 | Eastleigh v Chesterfield | D | 1-1 |
| England FA Cup | 2018/11/20 19:45 | Billericay Town v Chesterfield | W | 1-3 |
| England National League | 2018/11/17 15:00 | Chesterfield v Havant and W | D | 0-0 |
| England FA Cup | 2018/11/10 15:00 | Chesterfield v Billericay Town | D | 1-1 |