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