| 04 Feb 19 | r09  |  Sofia Open Andreev vs Ebden |
| 04 Feb 19 | r09 | Sofia Open Copil vs Wawrinka |
| 05 Feb 19 | r09 | Sofia Open Basilashvili vs Brands |
| 05 Feb 19 | r09 | Sofia Open Mannarino vs Maden |
| 05 Feb 19 | r09 | Sofia Open Struff vs Travaglia |
| 05 Feb 19 | r09 | Sofia Open Berrettini vs Istomin |
| 05 Feb 19 | r09 | Sofia Open Haase vs Kuzmanov |
| 05 Feb 19 | r09 | Sofia Open Monfils vs Troicki |
| 06 Feb 19 | r09 | Sofia Open Klizan vs Basic |
| 06 Feb 19 | r09 | Sofia Open Kukushkin vs Djere |
| 06 Feb 19 | r09 | Sofia Open Lazarov vs Verdasco |
| 06 Feb 19 | r09 | Sofia Open Seppi vs Fucsovics |
| 06 Feb 19 | r09 | Sofia Open Bautista Agut vs Ebden |
| 06 Feb 19 | r09 | Sofia Open Khachanov vs Berrettini |
| 07 Feb 19 | r09 | Sofia Open Klizan vs Brands |
| 07 Feb 19 | r09 | Sofia Open Fucsovics vs Maden |
| 07 Feb 19 | r09 | Sofia Open Verdasco vs Copil |
| 07 Feb 19 | r09 | Sofia Open Medvedev vs Haase |
| 07 Feb 19 | r09 | Sofia Open Monfils vs Kukushkin |
| 07 Feb 19 | r09 | Sofia Open Tsitsipas vs Struff |
| 08 Feb 19 | r09 | Sofia Open Bautista Agut vs Fucsovics |
| 08 Feb 19 | r09 | Sofia Open Verdasco vs Berrettini |
| 08 Feb 19 | r09 | Sofia Open Medvedev vs Klizan |
| 08 Feb 19 | r09 | Sofia Open Tsitsipas vs Monfils |
| 09 Feb 19 | r09 | Sofia Open Fucsovics vs Berrettini |
| 09 Feb 19 | r09 | Sofia Open Medvedev vs Monfils |
| 10 Feb 19 | r09 | Sofia Open Medvedev vs Fucsovics |
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