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| 1st(1st leg) | Progrès Niedercorn | - | Cardiff Metropolitan | 1:0 (0:0) | ||
| 2nd (2nd leg) | Cardiff Metropolitan | - | Progrès Niedercorn | 2:1 (1:0) | ||
| 1st(1st leg): 27/06/2019 18:30 | 2nd (2nd leg): 04/07/2019 18:30 | Winner: Progrès Niedercorn | ||||
| 1st(1st leg) | Barry Town United | - | Cliftonville FC | 0:0 (0:0) | ||
| 2nd (2nd leg) | Cliftonville FC | - | Barry Town United | 4:0 (2:0) | ||
| 1st(1st leg): 27/06/2019 18:30 | 2nd (2nd leg): 04/07/2019 19:45 | Winner: Cliftonville FC | ||||
| 1st(1st leg) | UE Sant Julià | - | Europa FC | 3:2 (1:1) | ||
| 2nd (2nd leg) | Europa FC | - | UE Sant Julià | 4:0 (1:0) | ||
| 1st(1st leg): 27/06/2019 19:00 | 2nd (2nd leg): 04/07/2019 19:30 | Winner: Europa FC | ||||
| 1st(1st leg) | KÍ Klaksvík | - | SP Tre Fiori | 5:1 (2:0) | ||
| 2nd (2nd leg) | SP Tre Fiori | - | KÍ Klaksvík | 0:4 (0:3) | ||
| 1st(1st leg): 27/06/2019 19:00 | 2nd (2nd leg): 04/07/2019 19:45 | Winner: KÍ Klaksvík | ||||
| 1st(1st leg) | SP La Fiorita | - | UE Engordany | 0:1 (0:1) | ||
| 2nd (2nd leg) | UE Engordany | - | SP La Fiorita | 2:1 (1:0) | ||
| 1st(1st leg): 27/06/2019 19:45 | 2nd (2nd leg): 04/07/2019 18:30 | Winner: UE Engordany | ||||
| 1st(1st leg) | Ballymena United | - | NSÍ Runavík | 2:0 (0:0) | ||
| 2nd (2nd leg) | NSÍ Runavík | - | Ballymena United | 0:0 (0:0) | ||
| 1st(1st leg): 27/06/2019 19:45 | 2nd (2nd leg): 04/07/2019 19:00 | Winner: Ballymena United | ||||
| 1st(1st leg) | KF Prishtina | - | St. Joseph's FC | 1:1 (1:1) | ||
| 2nd (2nd leg) | St. Joseph's FC | - | KF Prishtina | 2:0 (0:0) | ||
| 1st(1st leg): 27/06/2019 19:45 | 2nd (2nd leg): 02/07/2019 16:45 | Winner: St. Joseph's FC | ||||
