Stadium: COURT 1 Round: 29 Ground: Hardcourt indoor
| ATP Moscow MD | 2019/10/18 17:30 | Fabbiano T / Seppi A v Demoliner M / Middelkoop M | 3-6,5-7 |
| ATP Moscow MD | 2019/10/17 09:00 | Demoliner M / Middelkoop M v Arneodo/Nys | 6-3,7-6 |
| ATP Moscow MD | 2019/10/15 10:25 | Demoliner M / Middelkoop M v Garin/Smith | 6-4,6-4 |
| Challenger Mouilleron le Captif MD | 2019/10/09 15:40 | Arneodo/Nys v Demoliner M / Middelkoop M | 6-3,7-6 |
| Zhuhai, Chine, Doubles | 2019/09/29 08:00 | Gille/Vliegen v Demoliner M / Middelkoop M | 7-6,7-6 |
| Zhuhai, Chine, Doubles | 2019/09/28 07:00 | Demoliner M / Middelkoop M v Oliveira G / Vasilevski A | 7-6,6-3 |
| Zhuhai, Chine, Doubles | 2019/09/26 07:25 | Demoliner M / Middelkoop M v Daniell/Philipp Oswald | 6-7,7-5,10-7 |
| Zhuhai, Chine, Doubles | 2019/09/24 05:30 | Demoliner M / Middelkoop M v Norrie/Ramos-Vinolas | 6-3,7-5 |
| ATP Moscow MD | 2019/10/18 10:00 | Daniell/Philipp Oswald v Bolelli S / Molteni A | 4-6,4-6 |
| ATP Moscow MD | 2019/10/17 14:30 | Bolelli S / Molteni A v Jebavy R / Zelenay I | 6-7,7-6,10-4 |
| ATP Moscow MD | 2019/10/16 09:00 | Danilov S / Safiullin R v Bolelli S / Molteni A | 5-7,1-6 |
| Challenger Manerbio MD | 2019/08/10 11:15 | Bolelli S / Molteni A v Neis F / Romboli F | 7-6,4-6,9-11 |
| Challenger Manerbio MD | 2019/08/09 14:00 | Bolelli S / Molteni A v King E / Martinez L D | 6-2,7-5 |
| Challenger Manerbio MD | 2019/08/07 13:35 | Bolelli S / Molteni A v Silva/Setkic | 6-4,6-4 |