Novak Djokovic defeated Juan Monaco 4-6 6-2 6-2 in the Monte Carlo Masters round of 16 on clay. The result followed the form book — Novak Djokovic came in leading the head-to-head 7–0, defending last year's final. Novak Djokovic extended the head-to-head to 8–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2013-08-11 | Cincinnati Masters | R32 | hard | Novak Djokovic | 7-5 6-2 |
| 2012-05-13 | Rome Masters | R16 | clay | Novak Djokovic | 4-6 6-2 6-3 |
| 2012-03-21 | Miami Masters | SF | hard | Novak Djokovic | 6-0 7-6(5) |
| 2010-11-07 | Paris Masters | R32 | hard | Novak Djokovic | 6-4 6-3 |
| 2009-11-08 | Paris Masters | R32 | hard | Novak Djokovic | 6-3 7-5 |
| 2007-08-27 | US Open | R16 | hard | Novak Djokovic | 7-5 7-6(2) 6-7(6) 6-1 |
| 2005-06-20 | Wimbledon | R128 | grass | Novak Djokovic | 6-3 7-6(5) 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.