| 1. Round | 03/10/2018 | Chelsea FC [Youth] | - | Molde FK [Youth] | 10:1 | ||||
| 2. Round | 07/11/2018 | IF Elfsborg [Youth] | - | Chelsea FC [Youth] | 0:3 | ||||
| 2. Round | 28/11/2018 | Chelsea FC [Youth] | - | IF Elfsborg [Youth] | 6:0 |  |
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| Play-offs | 19/02/2019 | Chelsea FC [Youth] | - | AS Monaco [Youth] | 3:1 | ||||
| Round of 16 | 13/03/2019 | Chelsea FC [Youth] | - | Montpellier HSC [Youth] | 2:1 | |
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| Quarter-finals | 03/04/2019 | Chelsea FC [Youth] | - | Dinamo Zagreb [Youth] | 4:2 pso | ||||
| Semi-finals | 26/04/2019 | FC Barcelona [Youth] | - | Chelsea FC [Youth] | 4:5 pso |  |
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| Final | 29/04/2019 | Chelsea FC [Youth] | - | FC Porto [Youth] | 1:3 |
Netherlands