01/By surface
each with its own count, at equal weight
Hard
3-0
K. leads 3-0 in 3 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
3-0
K. leads 3-0 in 3 meetings on grass
02/Every meeting
6 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, K. first |
|---|---|---|---|---|---|---|
| Jun 30, 2025 | WimbledonGrand Slam, best of 5 | grass | 1st round | Khachanov K. | 7-5, 6-4, 6-4 | 20 v 88 |
| Jun 11, 2025 | Rosmalen Grass Court ChampionshipsATP250 | grass | 2nd round | Khachanov K. | 6-3, 5-7, 7-6 | 24 v 99 |
| Sep 24, 2023 | Zhuhai ChampionshipsATP250 | hard | quarterfinal | Khachanov K. | 4-6, 6-4, 6-4 | 15 v 39 |
| Feb 14, 2022 | Qatar Exxon Mobil OpenATP250 | hard | 1st round | Khachanov K. | 7-6, 6-3 | 27 v 51 |
| Jun 28, 2021 | WimbledonGrand Slam, best of 5 | grass | 1st round | Khachanov K. | 3-6, 6-3, 6-4, 7-6 | 29 v 108 |
| Mar 10, 2021 | Open 13ATP250 | hard | 2nd round | Khachanov K. | 7-6, 6-4 | 21 v 120 |
A record, never a share of meetings. Main-draw singles since 2013; a meeting ended by retirement is counted with the sets that were played and marked; a walkover is listed and counted in neither column. Khachanov K. and McDonald M. each carry the table against every opponent faced.