Andy Roddick advanced when Novak Djokovic retired 6-7 6-4 6-2 2-1 in the Australian Open quarter-final. Andy Roddick extended the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2012-07-25 | London Olympics | R32 | grass | Novak Djokovic | 6-2 6-1 |
| 2010-11-21 | Tour Finals | RR | hard | Novak Djokovic | 6-2 6-3 |
| 2010-08-15 | Cincinnati Masters | QF | hard | Andy Roddick | 6-4 7-5 |
| 2009-08-10 | Canada Masters | QF | hard | Andy Roddick | 6-4 7-6(4) |
| 2009-03-12 | Indian Wells Masters | QF | hard | Andy Roddick | 6-3 6-2 |
| 2008-08-25 | US Open | QF | hard | Novak Djokovic | 6-2 6-3 3-6 7-6(5) |
| 2008-03-03 | Dubai | SF | hard | Andy Roddick | 7-6(5) 6-3 |
| 2007-08-05 | Canada Masters | QF | hard | Novak Djokovic | 7-6(4) 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
Per-surface Serve / Return Rating (0–100, percentile within the hard field, opponent-adjusted over 52 weeks). About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Djokovic N.: 2 days rest · 3 matches, 127 games (7d). Higher means fresher. About