1. Round | 09/08/1999 | Darlington FC | - | Bolton Wanderers | 1:1 | ![]() |
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1. Round | 23/08/1999 | Bolton Wanderers | - | Darlington FC | 5:3 | ![]() |
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2. Round | 13/09/1999 | Gillingham FC | - | Bolton Wanderers | 1:4 |
1. Round | 09/08/1999 | Darlington FC | - | Bolton Wanderers | 1:1 | ![]() |
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1. Round | 23/08/1999 | Bolton Wanderers | - | Darlington FC | 5:3 | ![]() |
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2. Round | 13/09/1999 | Gillingham FC | - | Bolton Wanderers | 1:4 |