
Marin Cilic advanced when Kevin Anderson retired 7-6 0-0 in the Estoril quarter-final. Marin Cilic extended the head-to-head to 7–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-05-29 | Roland Garros | R16 | clay | Marin Cilic | 6-3 3-0 |
| 2014-08-25 | US Open | R32 | hard | Marin Cilic | 6-3 3-6 6-3 6-4 |
| 2014-02-17 | Delray Beach | F | hard | Marin Cilic | 7-6 6-7 6-4 |
| 2013-05-12 | Rome Masters | R32 | clay | Kevin Anderson | 6-3 7-6 |
| 2013-04-14 | Monte Carlo Masters | R32 | clay | Marin Cilic | 6-2 6-3 |
| 2011-10-03 | Beijing | QF | hard | Marin Cilic | 7-6 4-6 6-1 |
| 2009-01-19 | Australian Open | R128 | hard | Marin Cilic | 6-3 6-2 6-7 6-3 |
Averages over each player's completed matches in the selected window (191 vs 54). 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