Philipp Kohlschreiber advanced when Santiago Giraldo retired 6-2 6-1 3-0 in the US Open round of 64. Philipp Kohlschreiber extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-08-03 | Kitzbuhel | R16 | clay | Philipp Kohlschreiber | 6-0 6-2 |
| 2015-07-20 | Umag | R32 | clay | Philipp Kohlschreiber | 6-3 6-2 |
| 2014-04-21 | Barcelona | QF | clay | Santiago Giraldo | 6-4 4-3 RET |
| 2010-05-09 | Madrid Masters | R64 | clay | Santiago Giraldo | 1-6 6-2 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 111). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About