| 1. Runde | 09.07.2019 | FK Sūduva | - | Crvena Zvezda | 0:0 | ||||
| 1. Runde | 16.07.2019 | Crvena Zvezda | - | FK Sūduva | 2:1 | ||||
| 2. Runde | 24.07.2019 | Crvena Zvezda | - | HJK Helsinki | 2:0 | ||||
| 2. Runde | 31.07.2019 | HJK Helsinki | - | Crvena Zvezda | 2:1 | ||||
| 3. Runde | 06.08.2019 | Crvena Zvezda | - | FC København | 1:1 | ||||
| 3. Runde | 13.08.2019 | FC København | - | Crvena Zvezda | 6:7 i.E. |  |
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| Playoffs | 21.08.2019 | BSC Young Boys | - | Crvena Zvezda | 2:2 | ||||
| Playoffs | 27.08.2019 | Crvena Zvezda | - | BSC Young Boys | 1:1 |
Serbien