Ivo Karlovic defeated Roger Federer 7-6 4-6 7-6 in the Cincinnati Masters round of 16 on hard. The upset overturned the form book — Roger Federer came in leading the head-to-head 12–0, defending the title. Ivo Karlovic claimed a first win over Roger Federer in 13 meetings, narrowing the head-to-head to 12–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-06-15 | Halle | SF | grass | Roger Federer | 7-6 7-6 |
| 2014-10-20 | Basel | SF | hard | Roger Federer | 7-6 3-6 6-3 |
| 2014-03-19 | Miami Masters | R64 | hard | Roger Federer | 6-4 7-6 |
| 2012-01-16 | Australian Open | R32 | hard | Roger Federer | 7-6 7-5 6-3 |
| 2009-06-22 | Wimbledon | QF | grass | Roger Federer | 6-3 7-5 7-6 |
| 2009-04-27 | Rome Masters | R32 | clay | Roger Federer | 6-4 6-4 |
| 2009-03-12 | Indian Wells Masters | R32 | hard | Roger Federer | 7-6 6-3 |
| 2008-05-05 | Rome Masters | R16 | clay | Roger Federer | 7-6 6-3 |
| 2007-10-28 | Paris Masters | R32 | hard | Roger Federer | 6-3 4-6 6-3 |
| 2007-10-22 | Basel | SF | hard | Roger Federer | 7-6 7-6 |
| 2007-08-05 | Canada Masters | R32 | hard | Roger Federer | 7-6 7-6 |
| 2004-06-21 | Wimbledon | R16 | grass | Roger Federer | 6-3 7-6 7-6 |
Averages over each player's completed matches in the selected window (200 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About