| Parma, Italy | 10/08 13:15 | 26 | [110] Cecchinato, Marco v Kohlschreiber, Philipp [86] | 7-5,6-3 | |
| Parma, Italy | 10/06 08:00 | 25 | [107] Seyboth Wild, Thiago v Kohlschreiber, Philipp [86] | 3-6,1-6 | |
| Roland-Garros, Paris, France | 09/29 09:00 | 23 | [19] Garin, Cristian v Kohlschreiber, Philipp [86] | 6-4,4-6,6-1,6-4 | |
| Hambourg, Allemagne | 09/22 11:45 | 25 | [82] Kohlschreiber, Philipp v Fognini, Fabio [13] | 6-4,1-6,5-7 | |
| Kitzbuhel, Austria | 09/09 10:30 | 25 | [74] Sinner, Jannik v Kohlschreiber, Philipp [75] | 6-3,6-2 | |
| US Open, New York, USA, Qualifying | 09/01 19:50 | 23 | [94] Pospisil, Vasek v Kohlschreiber, Philipp [75] | 7-6,7-5,7-6 | |
| Prague, République Tchèque | 08/19 08:30 | 26 | Kohlschreiber, Philipp v Vrbensky, Michael | Walkover | |
| Prague, République Tchèque | 08/17 15:05 | 25 | [74] Kohlschreiber, Philipp v Moraing, Mats [263] | 6-1,7-6 | |
| German Premier League | 07/31 09:05 | 1 | Kohlschreiber, Philipp v Fomba, Luc | 7-5,6-1 | |
| German Premier League | 07/30 13:05 | 1 | Kohlschreiber, Philipp v Valsecchi, Paul | 6-2,6-2 | |
| German Premier League | 07/29 14:55 | 1 | [74] Kohlschreiber, Philipp v Simon, Tobias [392] | 6-4,6-2 | |
| German Premier League | 07/28 15:05 | 1 | [74] Kohlschreiber, Philipp v Vatutin, Alexey [227] | 3-6,3-6 |