| Challenger - Koblenz | 01/17 18:15 | 26 | [323] Ortega-Olmedo, Roberto v Maden, Yannick [124] | 6-4,3-6,6-3 | |
| Challenger - Koblenz | 01/16 15:25 | 25 | [456] Riccardo Bonadio v Maden, Yannick [124] | 2-6,2-6 | |
| Open d'Australie | 01/09 05:45 | 44 | [125] Maden, Yannick v Baldi, Filippo [168] | 5-7,3-6 | |
| ATP - Doha | 12/29 08:00 | 64 | [105] Garcia-Lopez, Guillermo v Maden, Yannick [127] | Cancelled | |
| Mouilleron-Le-Captif, France | 11/11 15:15 | 29 | [126] Maden, Yannick v Elias Ymer [130] | 3-6,6-7 | |
| Mouilleron-Le-Captif, France | 11/10 12:30 | 28 | [170] Alexey Vatutin v Maden, Yannick [126] | 2-6,3-6 | |
| Mouilleron-Le-Captif, France | 11/09 11:35 | 27 | [162] Moraing, Mats v Maden, Yannick [126] | 3-6,3-6 | |
| Mouilleron-Le-Captif, France | 11/08 16:00 | 26 | [287] Mathias Bourgue v Maden, Yannick [126] | Retired | |
| Mouilleron-Le-Captif, France | 11/07 10:00 | 25 | [143] Antoine Hoang v Maden, Yannick [126] | 1-6,2-6 | |
| Challenger Eckental | 10/30 11:45 | 25 | [128] Maden, Yannick v Antoine Hoang [178] | 3-6,6-7 | |
| Brest, France | 10/23 09:00 | 25 | [110] Lorenzo Sonego v Maden, Yannick [118] | 7-5,6-2 | |
| Challenger Ortisei | 10/09 08:00 | 25 | Maden, Yannick v Antoine Hoang | Cancelled | |
| Orleans, France | 09/25 09:00 | 25 | [112] Maden, Yannick v Kenny de Schepper [215] | 0-6,4-6 | |
| Metz, France | 09/21 18:30 | 27 | [166] Bachinger, Matthias v Maden, Yannick [120] | 6-3,2-6,6-4 | |
| Metz, France | 09/20 13:05 | 26 | [53] Benoit Paire v Maden, Yannick [120] | 4-6,6-3,3-6 | |
| Metz, France | 09/17 18:05 | 25 | [63] Zverev, Mischa v Maden, Yannick [120] | 5-7,6-4,1-6 | |
| Metz, France | 09/17 11:10 | 164 | [120] Maden, Yannick v Bachinger, Matthias [166] | 6-7,3-6 | |
| Metz, France | 09/16 12:10 | 64 | [116] Maden, Yannick v Oscar Otte [201] | 7-6,6-3 | |
| Challenger Seville | 09/04 16:30 | 25 | [182] Donati, Matteo v Maden, Yannick [125] | 6-4,6-3 | |
| US Open, New York, USA | 08/28 19:40 | 23 | [17] Lucas Pouille v Maden, Yannick [125] | 7-6,6-2,7-5 | |
| US Open, New York, USA | 08/24 15:00 | 46 | [125] Maden, Yannick v Alex Bolt [162] | 6-4,6-2 | |
| US Open, New York, USA | 08/23 17:10 | 45 | [125] Maden, Yannick v Thanasi Kokkinakis [192] | 7-6,6-4 | |
| US Open, New York, USA | 08/21 18:20 | 44 | [125] Maden, Yannick v Mohamed Safwat [186] | 6-1,6-3 | |
| Vancouver, Canada | 08/17 19:30 | 27 | [131] Maden, Yannick v Gregoire Barrere [168] | 3-6,4-6 | |
| Vancouver, Canada | 08/15 19:00 | 26 | [117] Muller, Gilles v Maden, Yannick [131] | 4-6,6-7 | |
| Vancouver, Canada | 08/14 04:15 | 25 | [250] Schnur, Brayden v Maden, Yannick [131] | 5-7,6-7 | |
| Kitzbühel, Autriche, Qualifications | 07/29 09:30 | 164 | [99] Yannick Hanfmann v Maden, Yannick [123] | 6-4,6-4 | |
| Kitzbühel, Autriche, Qualifications | 07/28 13:30 | 64 | [267] Galovic, Viktor v Maden, Yannick [123] | 4-6,4-6 | |
| Challenger Prague | 07/26 09:00 | 26 | [123] Maden, Yannick v Nedovyesov, Aleksandr [264] | 3-6,5-7 | |
| Challenger Prague | 07/24 12:40 | 25 | [123] Maden, Yannick v Goncalo Oliveira [265] | 6-3,6-3 |