Chelsea v Workington, 24 October 1960
| Score | 4-2 to Chelsea |
| Competition | League Cup 2nd round |
| Venue | Stamford Bridge |
| Attendance | 5,630 |
View Chelsea v Workington head to head
Alan Harris made his debut after joining as a junior Stanley Crowther made his final appearance before moving to Brighton in March 1961. Anthony Nicholas made his final appearance before moving to Brighton in November.
4 Chelsea
Goals:
| Peter Brabrook |
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| John Mortimore |
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| Bobby Tambling |
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| Tony Nicholas |
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Starting lineup:
Goalkeeper
Peter Bonetti
Defender/Full back
Peter Sillett
Defender/Centre forward
Ron Tindall
Left back
Allan Harris
Centre half
John Mortimore
Midfielder
Bobby Evans
Wing half
Stan Crowther
Forward
Peter Brabrook
Forward
Bobby Tambling
Inside forward
Johnny Brooks
Inside forward
Tony Nicholas