Philipp Kohlschreiber defeated Pablo Andujar 6-2 2-6 7-6 in the Monte Carlo Masters round of 32 on clay. The upset overturned the form book — Pablo Andujar came in leading the head-to-head 4–1, defending last year's round of 32, but Philipp Kohlschreiber had been the form player, winning 2 of their last 6 on clay. Philipp Kohlschreiber narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-08-30 | US Open | R64 | hard | Pablo Andujar | 6-4 6-3 6-1 |
| 2019-07-29 | Kitzbuhel | R16 | clay | Pablo Andujar | 6-4 6-4 |
| 2019-04-08 | Marrakech | R16 | clay | Pablo Andujar | 7-6(6) 6-4 |
| 2015-05-24 | Roland Garros | R64 | clay | Pablo Andujar | 6-1 7-6(5) 3-6 3-6 6-4 |
| 2013-12-30 | Doha | R32 | hard | Philipp Kohlschreiber | 7-6(7) 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.