Diego Schwartzman defeated Yoshihito Nishioka 6-1 3-6 7-6 in the Sydney quarter-final on hard. The result followed the form book — Diego Schwartzman came in leading the head-to-head 2–0, defending last year's round of 16. Diego Schwartzman extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-05-13 | Rome Masters | R64 | clay | Diego Schwartzman | 6-1 6-4 |
| 2019-04-22 | Barcelona | R64 | clay | Diego Schwartzman | 4-6 6-4 6-2 |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.