1. Round | 13/08/2019 | Colchester United | - | Swindon Town | 3:0 | ||||
2. Round | 27/08/2019 | Crystal Palace | - | Colchester United | 4:5 pso | ||||
3. Round | 24/09/2019 | Colchester United | - | Tottenham Hotspur | 4:3 pso | ||||
Round of 16 | 29/10/2019 | Crawley Town | - | Colchester United | 1:3 | ||||
Quarter-finals | 18/12/2019 | Manchester United | - | Colchester United | 3:0 |