Head to Head
| England National League | 2019/09/24 18:45 | Hartlepool v Chesterfield | D | 1-1 |
| England National League | 2018/12/29 15:00 | Chesterfield v Hartlepool | D | 1-1 |
| England National League | 2018/08/27 14:00 | Hartlepool v Chesterfield | L | 1-0 |
| Club Friendly List | 2015/08/01 14:00 | Hartlepool v Chesterfield | W | 0-1 |
Home History
| England National League | 2019/11/23 15:00 | Harrogate Town v Chesterfield | L | 3-1 |
| England National League | 2019/11/16 15:00 | Chesterfield v Chorley | L | 2-3 |
| England National League | 2019/11/02 15:00 | Ebbsfleet United v Chesterfield | D | 2-2 |
| England National League | 2019/10/26 16:20 | Chesterfield v Notts County | W | 1-0 |
| England FA Cup Qualification | 2019/10/22 18:45 | Wrexham v Chesterfield | L | 1-0 |
| England FA Cup Qualification | 2019/10/19 12:00 | Chesterfield v Wrexham | D | 1-1 |
| England National League | 2019/10/15 18:45 | Wrexham v Chesterfield | W | 0-1 |
| England National League | 2019/10/08 18:45 | AFC Fylde v Chesterfield | W | 1-3 |
Away History
| England National League | 2019/11/23 15:00 | Hartlepool v Boreham Wood | D | 2-2 |
| England National League | 2019/11/16 15:00 | Ebbsfleet United v Hartlepool | D | 2-2 |
| England FA Cup | 2019/11/12 19:45 | Yeovil v Hartlepool | W | 1-4 |
| England National League | 2019/11/05 19:45 | Hartlepool v Solihull Moors | L | 0-1 |
| England National League | 2019/11/02 15:00 | Notts County v Hartlepool | D | 2-2 |
| England National League | 2019/10/26 14:00 | Hartlepool v Barnet | W | 2-0 |
| England FA Cup Qualification | 2019/10/19 14:00 | Hartlepool v Brackley | W | 1-0 |
| England National League | 2019/10/12 14:00 | Aldershot v Hartlepool | W | 0-3 |