Diego Schwartzman defeated Marco Cecchinato 6-2 6-2 in the Cordoba round of 16 on clay. The upset overturned the form book — Marco Cecchinato came in ranked #178, defending last year's round of 32, but Diego Schwartzman had been the form player, winning 5 of their last 8 on clay. Diego Schwartzman extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-04-03 | Estoril | R32 | clay | Marco Cecchinato | 6-3 7-6(8) |
| 2019-08-05 | Canada Masters | R64 | hard | Diego Schwartzman | 3-6 7-6(5) 6-4 |
| 2019-05-06 | Madrid Masters | R64 | clay | Diego Schwartzman | 6-0 4-6 6-1 |
| 2019-02-11 | Buenos Aires | F | clay | Marco Cecchinato | 6-1 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.