1. Round | 03/08/2019 | Wycombe Wanderers | - | Bolton Wanderers | 2:0 | ||||
2. Round | 10/08/2019 | Bolton Wanderers | - | Coventry City | 0:0 | ||||
3. Round | 17/08/2019 | Tranmere Rovers | - | Bolton Wanderers | 5:0 | ||||
5. Round | 24/08/2019 | Bolton Wanderers | - | Ipswich Town | 0:5 |