Chelsea v Glossop North End, 01 September 1906
| Score | 9-2 to Chelsea |
| Competition | League Division Two |
| Venue | Stamford Bridge |
| Attendance | 12,000 |
View Chelsea v Glossop North End head to head
Joseph Walton made his debut after moving from New Brompton in August. George Hilsdon made his debut after moving from West Ham United in May. Michael Byrne made his final appearance.
9 Chelsea
Goals:
| David Copeland |
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| George Key |
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| Jack Kirwan |
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| Tommy McDermott |
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| George Hilsdon |
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| George Hilsdon |
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| George Hilsdon |
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| George Hilsdon |
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| George Hilsdon |
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Starting lineup:
Goalkeeper
Michael Byrne
Full back
Thomas Miller
Full back
Joseph Walton
Right half
George Henderson
Centre half/Centre forward
Robert McRoberts
Wing half
George Key
Outside left
Jack Kirwan
Outside right
Martin Moran
Forward
David Copeland
Forward
George Hilsdon
Inside forward
Tommy McDermott