Mikhail Kukushkin advanced when Evgeny Donskoy retired 6-2 3-0 in the Munich round of 32. Mikhail Kukushkin extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-14 | Moscow | R32 | hard | Mikhail Kukushkin | 6-4 6-3 |
| 2018-10-15 | Moscow | R32 | hard | Evgeny Donskoy | 6-4 7-6(10) |
| 2017-08-28 | US Open | R64 | hard | Mikhail Kukushkin | 6-4 6-4 7-5 |
| 2016-10-03 | Beijing | Q1 | hard | Evgeny Donskoy | 6-4 6-1 |
| 2016-09-16 | Davis Cup WG PO: KAZ vs RUS | RR | hard | Mikhail Kukushkin | 6-7(7) 6-2 4-6 6-2 6-2 |
| 2014-09-29 | Beijing | Q1 | hard | Mikhail Kukushkin | 6-3 6-2 |
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 (198 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About