| DTB German Pro Series | 07/10 08:00 | 1 | [149] Maden, Yannick v Oscar Otte [217] | 1-6,2-6 | |
| DTB German Pro Series | 07/09 12:40 | 1 | [149] Maden, Yannick v Daniel Masur [250] | 6-0,6-7,7-5 | |
| DTB German Pro Series | 06/27 15:25 | 1 | [149] Maden, Yannick v Oscar Otte [217] | 3-6,4-6 | |
| DTB German Pro Series | 06/26 13:40 | 1 | Maden, Yannick v Ehrenschneider, Nino | 6-3,6-1 | |
| DTB German Pro Series | 06/25 15:10 | 1 | [149] Maden, Yannick v Oscar Otte [217] | 7-6,6-4 | |
| DTB German Pro Series | 06/24 14:25 | 1 | [149] Maden, Yannick v Louis Wessels [432] | 6-4,6-4 | |
| DTB German Pro Series | 06/13 12:25 | 1 | [149] Maden, Yannick v Torebko, Peter [334] | 4-6,7-6,4-6 | |
| DTB German Pro Series | 06/12 13:00 | 1 | [149] Maden, Yannick v Louis Wessels [432] | 3-6,3-6 | |
| DTB German Pro Series | 06/11 13:00 | 1 | Maden, Yannick v Florig, Philip | 6-3,6-1 | |
| Nur Sultan, Kazakhstan | 03/11 11:10 | 25 | Alexey Zakharov v Maden, Yannick | Walkover | |
| Challenger - Pau | 02/26 12:05 | 25 | [228] Hugo Gaston v Maden, Yannick [139] | 1-6,6-4,6-4 | |
| Challenger - Koblenz | 02/21 14:05 | 27 | [144] Maden, Yannick v Botic Van De Zandschulp [204] | 6-4,4-6,4-6 | |
| Challenger - Koblenz | 02/20 12:15 | 26 | Maden, Yannick v Ergi Kirkin | 6-3,6-0 | |
| Challenger - Koblenz | 02/18 11:35 | 25 | [144] Maden, Yannick v Louis Wessels [424] | 3-6,7-6,6-3 | |
| ATP - Rotterdam | 02/09 13:20 | 164 | [68] Mikhail Kukushkin v Maden, Yannick [131] | 6-1,7-6 | |
| ATP - Rotterdam | 02/08 10:00 | 64 | Niesten, Miliaan v Maden, Yannick | 6-0,1-6,3-6 | |
| ATP Pune | 02/04 13:10 | 25 | [122] Gunneswaran, Prajnesh v Maden, Yannick [131] | 7-6,7-6 | |
| Challenger - Burnie | 01/30 03:35 | 26 | [467] Pervolarakis, Michail v Maden, Yannick [125] | 6-1,6-0 | |
| Challenger - Burnie | 01/29 05:05 | 25 | Rio Noguchi v Maden, Yannick | 2-6,2-6 | |
| Open d'Australie | 01/17 02:20 | 45 | [149] Lorenzo Giustino v Maden, Yannick [124] | 6-7,6-2,6-4 | |
| Open d'Australie | 01/15 23:00 | 44 | [271] Maximilian Marterer v Maden, Yannick [124] | 7-6,6-7,6-7 | |
| Challenger Canberra | 01/08 00:50 | 25 | [86] Soonwoo Kwon v Maden, Yannick [124] | 6-1,6-2 | |
| Challenger Canberra | 01/06 23:00 | 24 | [124] Maden, Yannick v Garcia-Lopez, Guillermo [151] | 7-6,6-3 | |
| Helsinki, Finland | 11/13 11:00 | 25 | [129] Maden, Yannick v Roumane, Rayane [369] | 4-6,7-5,1-6 | |
| Challenger Bratislava | 11/07 13:10 | 26 | [117] Maden, Yannick v Lloyd Harris [99] | 6-1,3-6,3-6 | |
| Challenger Bratislava | 11/05 14:50 | 25 | [117] Maden, Yannick v Oscar Otte [163] | 6-4,2-6,6-4 | |
| Challenger Eckental | 10/29 14:55 | 25 | [116] Maden, Yannick v Evgeny Karlovskiy [263] | 4-6,3-6 | |
| Brest, France | 10/22 17:40 | 25 | [319] Hugo Grenier v Maden, Yannick [117] | 7-6,6-4 | |
| Antwerp, Belgium | 10/16 10:00 | 25 | [53] Frances Tiafoe v Maden, Yannick [118] | 7-6,6-3 | |
| Antwerp, Belgium | 10/14 10:00 | 164 | Norbert Gombos v Maden, Yannick | 1-6,6-3,4-6 |