| Group L | 20/09/2018 | PAOK Saloniki | - | Chelsea FC | 0:1 | ||||
| Group L | 04/10/2018 | Chelsea FC | - | MOL Vidi FC | 1:0 | ||||
| Group L | 25/10/2018 | Chelsea FC | - | BATE Borisov | 3:1 | ||||
| Group L | 08/11/2018 | BATE Borisov | - | Chelsea FC | 0:1 | ||||
| Group L | 29/11/2018 | Chelsea FC | - | PAOK Saloniki | 4:0 | ||||
| Group L | 13/12/2018 | MOL Vidi FC | - | Chelsea FC | 2:2 | ||||
| Round of 32 | 14/02/2019 | Malmö FF | - | Chelsea FC | 1:2 | ||||
| Round of 16 | 07/03/2019 | Chelsea FC | - | Dinamo Kiev | 3:0 |  |
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| Round of 16 | 14/03/2019 | Dinamo Kiev | - | Chelsea FC | 0:5 | ||||
| Quarter-finals | 11/04/2019 | Slavia Praha | - | Chelsea FC | 0:1 | ||||
| Quarter-finals | 18/04/2019 | Chelsea FC | - | Slavia Praha | 4:3 | |
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| Semi-finals | 02/05/2019 | Eintracht Frankfurt | - | Chelsea FC | 1:1 | |
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| Semi-finals | 09/05/2019 | Chelsea FC | - | Eintracht Frankfurt | 4:3 pso | ||||
| Final | 29/05/2019 | Chelsea FC | - | Arsenal FC | 4:1 | |
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Spain
