[18] Leyton Orient 1-1 Macclesfield [22] 2020-02-08 15:00
Stadium: Matchroom Stadium Round: 32
Referee: Nick Kinseley Home Manager: Ross Embleton Away Manager: Mark Kennedy
Head to Head
| England League 2 | 2019/08/10 14:00 | Macclesfield v Leyton Orient | L | 3-0 |
| England National League | 2018/04/14 11:30 | Macclesfield v Leyton Orient | D | 1-1 |
| England National League | 2017/10/21 14:00 | Leyton Orient v Macclesfield | L | 0-1 |
Home History
| England League 2 | 2020/02/01 15:00 | Stevenage v Leyton Orient | W | 0-3 |
| England League 2 | 2020/01/28 19:45 | Crewe v Leyton Orient | L | 2-0 |
| England League 2 | 2020/01/25 15:00 | Leyton Orient v Newport County | W | 2-1 |
| England League 2 | 2020/01/21 19:45 | Leyton Orient v Northampton | D | 1-1 |
| England League 2 | 2020/01/18 15:00 | Port Vale v Leyton Orient | L | 1-0 |
| England League 2 | 2020/01/11 15:00 | Leyton Orient v Grimsby | D | 1-1 |
| England League 2 | 2020/01/01 15:00 | Walsall v Leyton Orient | L | 1-0 |
| England League 2 | 2019/12/29 15:00 | Newport County v Leyton Orient | D | 1-1 |
Away History
| England League 2 | 2020/02/01 15:00 | Macclesfield v Northampton | L | 0-1 |
| England League 2 | 2020/01/28 19:45 | Newport County v Macclesfield | L | 1-0 |
| England League 2 | 2020/01/25 15:00 | Macclesfield v Forest Green | W | 2-1 |
| England League 2 | 2020/01/21 19:45 | Macclesfield v Crewe | D | 1-1 |
| England League 2 | 2020/01/18 15:00 | Colchester v Macclesfield | L | 2-1 |
| England League 2 | 2020/01/11 15:00 | Macclesfield v Oldham | D | 1-1 |
| England League 2 | 2020/01/04 15:00 | Macclesfield v Cambridge Utd | W | 1-0 |
| England League 2 | 2020/01/01 15:00 | Port Vale v Macclesfield | D | 2-2 |