Head to Head Summary for Chelsea v Chesterfield Town.
League Matches versus Chesterfield Town
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 2 | 1 | 0 | 1 | 7 | 2 | 22,000 | 11,000 |
| Away | 2 | 1 | 1 | 0 | 2 | 0 | 13,000 | 6,500 |
| Total | 4 | 2 | 1 | 1 | 9 | 2 | 35,000 | 8,750 |
| Games since last league defeat: | Home: 1 | Away: 2 | All: 3 |
| Games since last league draw: | Home: 2 | Away: 0 | All: 1 |
| Games since last league win: | Home: 0 | Away: 1 | All: 0 |
| 21 Chelsea players have made League Appearances against Chesterfield Town
| 5 Chelsea players have scored League Goals against Chesterfield Town
|
F.A.Cup Matches versus Chesterfield Town
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 2 | 2 | 0 | 0 | 8 | 1 | 99,455 | 49,728 |
| Away / Neutral | 2 | 1 | 1 | 0 | 5 | 2 | 55,900 | 27,950 |
| Total | 4 | 3 | 1 | 0 | 13 | 3 | 155,355 | 38,839 |
| Games since last F.A. Cup defeat: | Home: 2 | Away: 2 | All: 4 |
| Games since last F.A. Cup draw: | Home: 2 | Away: 0 | All: 2 |
| Games since last F.A. Cup win: | Home: 0 | Away: 1 | All: 0 |
| 38 Chelsea players have made FA Cup Appearances against Chesterfield Town
| 10 Chelsea players have scored FA Cup Goals against Chesterfield Town
|
All competitive Matches versus Chesterfield Town
| Played | Won | Drawn | Lost | For | Against | TTL Att | AVG Att | |
| Home | 4 | 3 | 0 | 1 | 15 | 3 | 121,455 | 30,364 |
| Away / Neutral | 4 | 2 | 2 | 0 | 7 | 2 | 68,900 | 17,225 |
| Total | 8 | 5 | 2 | 1 | 22 | 5 | 190,355 | 23,794 |
| 58 Chelsea players have made Competitive Appearances against Chesterfield Town
| 15 Chelsea players have scored Competitive Goals against Chesterfield Town
|
Match Listing v Chesterfield Town
| Comp | Date | Home | Away | Att | |||
| League | 21st Oct 1905 | Chelsea | 0 | 1 | Chesterfield Town | 10,000 |  |
| League | 24th Feb 1906 | Chesterfield Town | 0 | 2 | Chelsea | 7,000 |  |
| League | 1st Dec 1906 | Chesterfield Town | 0 | 0 | Chelsea | 6,000 |  |
| League | 6th Apr 1907 | Chelsea | 7 | 1 | Chesterfield Town | 12,000 | |
| F.A. Cup | 4th Feb 1911 | Chesterfield Town | 1 | 4 | Chelsea | 28,400 | |
| F.A. Cup | 11th Feb 1950 | Chesterfield Town | 1 | 1 | Chelsea | 27,500 | |
| F.A. Cup | 15th Feb 1950 | Chelsea | 3 | 0 | Chesterfield Town | 59,660 | |
| F.A. Cup | 8th Jan 2022 | Chelsea | 5 | 1 | Chesterfield Town | 39,795 | |
They played for both
5 players have represented both Chelsea & Chesterfield Town during their careers. They are:
**PLEASE NOTE - This list currently includes both Chelsea FC first-team players as well as those who represented Chelsea at Reserve/U21 & Youth/U18 Levels. Please see individual's profiles if you're unsure what their connection with Chelsea is/was.
| Jack Allister |
| Harold Bird |
| John Burn |
| George Milburn |
| Johnny Roberts |
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