| Brest, France | 10/27 14:25 | 27 | [67] Daniil Medvedev v Maden, Yannick [181] | 6-7,4-6 | |
| Brest, France | 10/26 10:15 | 26 | Mathias Bourgue v Maden, Yannick | 4-6,2-6 | |
| Brest, France | 10/23 15:20 | 25 | [181] Maden, Yannick v Jaziri, Malek [91] | 7-6,6-4 | |
| ATP Antwerp Qual | 10/15 08:00 | 26 | [84] Vasek Pospisil v Maden, Yannick [168] | 3-6,7-5,6-0 | |
| Orleans, France | 09/27 17:35 | 26 | [175] Maden, Yannick v Norbert Gombos [89] | 0-6,6-4,3-6 | |
| Orleans, France | 09/26 09:00 | 25 | [175] Maden, Yannick v Sebastian Ofner [139] | 6-3,6-4 | |
| Metz, France | 09/21 10:00 | 26 | [82] Istomin, Denis v Maden, Yannick [186] | 6-3,6-7,7-6 | |
| Metz, France | 09/19 10:15 | 25 | [186] Maden, Yannick v Nicolas Kicker [91] | 6-4,3-6,6-3 | |
| ATP Metz Qual | 09/18 09:00 | 46 | [120] Stefanos Tsitsipas v Maden, Yannick [186] | 6-4,6-7,6-3 | |
| ATP Metz Qual | 09/17 09:45 | 45 | Schott, Hugo v Maden, Yannick | 2-6,5-7 | |
| Challenger Szczecin | 09/14 11:00 | 26 | [217] Zopp, Jurgen v Maden, Yannick [177] | 7-5,6-4 | |
| Challenger Szczecin | 09/12 09:00 | 25 | [300] Marek Jaloviec v Maden, Yannick [177] | 4-6,1-6 | |
| Challenger Alphen | 09/09 13:20 | 27 | [140] Oscar Otte v Maden, Yannick [185] | 4-6,6-1,7-6 | |
| Challenger Alphen | 09/07 18:35 | 26 | [374] de Bakker, Thiemo v Maden, Yannick [185] | 5-7,7-6,1-6 | |
| Challenger Alphen | 09/05 11:45 | 25 | Karim-Mohamed Maamoun v Maden, Yannick | 0-6,2-6 | |
| US Open, New York, USA, Qualifying | 08/22 17:55 | 44 | [207] Mackenzie McDonald v Maden, Yannick [181] | 6-4,6-3 | |
| Challenger Biella | 08/01 12:00 | 25 | Galovic, Viktor v Maden, Yannick | Cancelled | |
| Challenger Prague | 07/30 12:30 | 29 | [215] Martin, Andrej v Maden, Yannick [197] | 7-6,6-3 | |
| Challenger Prague | 07/29 09:00 | 28 | [195] Joao Domingues v Maden, Yannick [197] | 0-6,4-6 | |
| Challenger Prague | 07/28 09:00 | 27 | [197] Maden, Yannick v Roman Safiullin [400] | 6-4,2-6,6-4 | |
| Challenger Prague | 07/26 12:00 | 26 | [197] Maden, Yannick v Robert, Stephane [245] | 3-6,7-6,6-2 | |
| Challenger Prague | 07/25 12:05 | 25 | [168] Lukas Rosol v Maden, Yannick [197] | 5-7,5-7 | |
| Challenger San Benedetto | 07/18 17:30 | 25 | [146] Stefano Travaglia v Maden, Yannick [199] | 6-3,6-3 | |
| Braunchsweig, Germany | 07/13 15:20 | 27 | [491] Galovic, Viktor v Maden, Yannick [214] | 6-3,6-3 | |
| Braunchsweig, Germany | 07/12 10:00 | 26 | [214] Maden, Yannick v Michon, Axel [311] | 6-3,7-5 | |
| Braunchsweig, Germany | 07/11 13:50 | 25 | Maden, Yannick v von Massow, George | 6-1,7-6 | |
| Wimbledon Qual | 06/26 13:35 | 44 | [212] Maden, Yannick v Smyczek, Tim [193] | 6-7,2-6 | |
| Challenger Ilkley Qual | 06/18 14:05 | 46 | [172] Novikov, Dennis v Maden, Yannick [203] | 6-7,6-0,6-4 | |
| Challenger Ilkley Qual | 06/17 15:25 | 45 | Ryan James Storrie v Maden, Yannick | 2-6,2-6 | |
| ATP Stuttgart Qual | 06/11 12:30 | 46 | [191] Yannick Hanfmann v Maden, Yannick [227] | 6-4,6-1 |