Group A | 03/09/2019 | Gillingham FC | - | Colchester United | 2:3 | ||||
Group A | 08/10/2019 | Colchester United | - | Tottenham Hotspur U23 | 5:6 pso | ||||
Group A | 12/11/2019 | Colchester United | - | Ipswich Town | 1:0 | ||||
2. Round | 03/12/2019 | Colchester United | - | Stevenage FC | 1:2 |