Jack Draper leads 3 to 1 over 4 singles meetings since 2022. Last meeting on 20/06/2025 at cinch Championships - London.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 20/06/2025 | cinch Championships - London | Quarter-final | grass | Draper | 4-6 7-5 4-5 |
| 15/06/2024 | Boss Open - Stuttgart | Semi-final | grass | Draper | 3-6 3-6 |
| 04/11/2023 | Bergamo Challenger | Semi-final | indoor hard | Draper | 6-1 3-6 7-5 |
| 11/11/2022 | Next Gen ATP Finals - Milan | Semi-final | indoor hard | Nakashima | 4-3(6) 1-4 4-2 3-3 |
| grass | Nakashima 0 - 2 Draper |
| indoor hard | Nakashima 1 - 1 Draper |
| 2025 | Nakashima 0 - 1 Draper |
| 2024 | Nakashima 0 - 1 Draper |
| 2023 | Nakashima 0 - 1 Draper |
| 2022 | Nakashima 1 - 0 Draper |
221 wins, 151 losses since 2021 (59.4%).
Last matches: D V D V V
172 wins, 85 losses since 2021 (66.9%).
Last matches: D D D V V
Jack Draper leads 3 to 1 over 4 singles meetings since 2022.
On 20/06/2025, at cinch Championships - London (Quarter-final): Jack Draper won 4-6 7-5 4-5.