Stadium: Cancha 1 Round: 26 Ground: Clay
| Australian Open MD | 2020/01/23 08:00 | Demoliner/Middelkoop v Sandgren/Withrow | 6-4,6-7,6-7 |
| ATP Adelaide MD | 2020/01/14 00:30 | Demoliner/Middelkoop v Murray/Skupski | 3-6,6-4,4-10 |
| ATP Doha MD | 2020/01/07 14:40 | Nielsen/Puetz v Demoliner/Middelkoop | 7-6,6-7,10-7 |
| ATP Moscow MD | 2019/10/19 15:00 | Demoliner/Middelkoop v Bolelli/Molteni | 6-1,6-2 |
| 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 |