| Club Friendly List | 2020/09/15 18:45 | Witton Albion v Macclesfield | W | 1-2 |
| England League 2 | 2020/03/07 15:00 | Plymouth v Macclesfield | L | 3-0 |
| England League 2 | 2020/02/29 15:00 | Macclesfield v Salford City | L | 0-2 |
| England League 2 | 2020/02/22 15:00 | Crewe v Macclesfield | L | 2-0 |
| England League 2 | 2020/02/18 19:45 | Macclesfield v Plymouth | D | 1-1 |
| England League 2 | 2020/02/15 15:00 | Macclesfield v Exeter | L | 2-3 |
| England League 2 | 2020/02/11 19:45 | Morecambe v Macclesfield | L | 2-0 |
| England League 2 | 2020/02/08 15:00 | Leyton Orient v Macclesfield | D | 1-1 |
| England Northern League Division One | 2022/04/26 18:45 | Workington v Marine | D | 2-2 |
| England Northern League Division One | 2022/04/18 14:00 | Workington v Kendal Town | W | 2-0 |
| England Northern League Division One | 2022/04/09 14:00 | Workington v Warrington Rylands | D | 1-1 |
| England Northern League Division One | 2022/03/22 19:45 | Ramsbottom United v Workington | W | 0-1 |
| England Northern League Division One | 2022/02/05 15:00 | Workington v Mossley | W | 2-0 |
| England Northern League Division One | 2022/01/22 15:00 | Workington v Newcastle Town | W | 4-0 |
| England Northern League Division One | 2022/01/18 19:45 | City of Liverpool FC v Workington | W | 0-2 |
| England Northern League Division One | 2022/01/08 15:00 | Workington v Glossop North End | W | 5-1 |