Philipp Kohlschreiber defeated Pierre Hugues Herbert 7-6 6-3 in the Vienna round of 16 on hard. The result followed the form book — Philipp Kohlschreiber came in leading the head-to-head 5–1, defending last year's round of 16. Philipp Kohlschreiber extended the head-to-head to 6–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-14 | Moscow | R32 | hard | Philipp Kohlschreiber | 6-3 7-6(3) |
| 2019-03-04 | Indian Wells Masters | R128 | hard | Philipp Kohlschreiber | 6-4 6-0 |
| 2018-03-05 | Indian Wells Masters | R16 | hard | Philipp Kohlschreiber | 6-4 7-6(1) |
| 2016-06-27 | Wimbledon | R128 | grass | Pierre Hugues Herbert | 7-5 6-3 3-6 6-3 |
| 2016-06-06 | Stuttgart | R32 | grass | Philipp Kohlschreiber | 6-4 6-1 |
| 2014-06-09 | Halle | R16 | grass | Philipp Kohlschreiber | 6-2 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.