| 1. Round | 04/08/2019 | CS FOLA Esch | - | FC Differdange 03 | 1:2 |  |
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| 2. Round | 11/08/2019 | FC Differdange 03 | - | US Mondorf | 1:1 | ||||
| 3. Round | 18/08/2019 | FC Differdange 03 | - | US Hostert | 3:1 | |
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| 4. Round | 25/08/2019 | UNA Strassen | - | FC Differdange 03 | 1:3 | |
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| 5. Round | 01/09/2019 | FC Differdange 03 | - | Etzella Ettelbruck | 2:1 | ||||
| 6. Round | 15/09/2019 | Blue Boys Muhlenbach | - | FC Differdange 03 | 0:2 | |
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| 7. Round | 29/09/2019 | FC Differdange 03 | - | Union Titus Pétange | 2:3 | ||||
| 8. Round | 05/10/2019 | Jeunesse Esch | - | FC Differdange 03 | 1:1 | ||||
| 9. Round | 19/10/2019 | FC Differdange 03 | - | Progrès Niedercorn | 1:5 | |
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| 10. Round | 27/10/2019 | RFCU Luxemburg | - | FC Differdange 03 | 3:2 | ||||
| 12. Round | 24/11/2019 | Victoria Rosport | - | FC Differdange 03 | 2:3 | |
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| 13. Round | 01/12/2019 | FC Differdange 03 | - | FC Rodange 91 | 2:1 | ||||
| 14. Round | 23/02/2020 | US Mondorf | - | FC Differdange 03 | 1:2 | |
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| 15. Round | 29/02/2020 | US Hostert | - | FC Differdange 03 | 0:3 | |
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| 17. Round | 08/03/2020 | Etzella Ettelbruck | - | FC Differdange 03 | 0:3 | |
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Germany