Kei Nishikori defeated Kevin Anderson 6-4 6-4 in the Paris Masters round of 16 on hard. The upset overturned the form book — Kevin Anderson came in defending last year's round of 32, but Kei Nishikori had been the form player, winning 3 of their last 6 on hard. Kei Nishikori extended the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-11-12 | Tour Finals | RR | hard | Kevin Anderson | 6-0 6-1 |
| 2018-10-22 | Vienna | F | hard | Kevin Anderson | 6-3 7-6(3) |
| 2018-02-12 | New York | SF | hard | Kevin Anderson | 6-1 3-6 7-6(4) |
| 2017-05-22 | Geneva | QF | clay | Kei Nishikori | 2-6 6-4 7-6(6) |
| 2017-03-20 | Miami Masters | R64 | hard | Kei Nishikori | 6-4 6-3 |
| 2015-10-11 | Shanghai Masters | R16 | hard | Kevin Anderson | 7-6(10) 7-6(3) |
| 2015-02-23 | Acapulco | SF | hard | Kei Nishikori | 6-2 3-6 6-3 |
| 2015-02-09 | Memphis | F | hard | Kei Nishikori | 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
Averages over each player's completed matches in the selected window (200 vs 155). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About