Ernests Gulbis advanced when Juan Monaco retired 6-3 4-1 in the Tokyo round of 16. Ernests Gulbis narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-07-27 | Hamburg | R32 | clay | Juan Monaco | 6-3 6-7(5) 6-3 |
| 2015-03-25 | Miami Masters | R64 | hard | Juan Monaco | 6-2 6-4 |
| 2014-01-13 | Australian Open | R128 | hard | Ernests Gulbis | 1-6 6-4 7-6(4) 6-2 |
| 2013-04-14 | Monte Carlo Masters | R32 | clay | Juan Monaco | 6-0 3-6 6-3 |
| 2010-01-18 | Australian Open | R128 | hard | Juan Monaco | 6-3 7-6(5) 6-1 |
| 2007-07-09 | Bastad | R32 | clay | Juan Monaco | 7-6(6) 3-6 6-4 |
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 200). ATP, WTA & Challenger.