Home History
| England National League | 2020/03/14 15:00 | Dover v Chesterfield | D | 1-1 |
| England National League | 2020/03/07 15:00 | Chorley v Chesterfield | W | 1-2 |
| England National League | 2020/03/03 19:45 | Chesterfield v Harrogate Town | L | 3-4 |
| England National League | 2020/02/22 15:00 | Chesterfield v Ebbsfleet United | W | 4-0 |
| England National League | 2020/02/08 13:00 | Chesterfield v Wrexham | W | 3-2 |
| England National League | 2020/02/01 17:20 | Notts County v Chesterfield | L | 3-0 |
| England National League | 2020/01/25 15:00 | Chesterfield v AFC Fylde | D | 1-1 |
| England National League | 2020/01/18 15:00 | Eastleigh v Chesterfield | W | 0-2 |
Away History
| England National League North | 2020/03/14 15:00 | Kings Lynn Town v Guiseley | W | 0-1 |
| England County Cup | 2020/03/09 19:45 | Harrogate Town v Guiseley | W | 1-2 |
| England National League North | 2020/03/07 15:00 | Guiseley v Leamington | W | 3-0 |
| England National League North | 2020/02/22 15:00 | Guiseley v Gateshead | D | 2-2 |
| England National League North | 2020/02/08 15:00 | Guiseley v AFC Telford | L | 1-2 |
| England National League North | 2020/02/01 15:00 | Darlington 1883 v Guiseley | W | 0-3 |
| England National League North | 2020/01/25 15:00 | Brackley v Guiseley | D | 0-0 |
| England National League North | 2020/01/21 19:45 | Guiseley v Darlington 1883 | L | 1-2 |
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