Holger Rune leads 3 to 2 over 5 singles meetings since 2023. Last meeting on 19/09/2026 at Davis Cup, Group I, 1R, DEN-BUL 3-2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 19/09/2026 | Davis Cup, Group I, 1R, DEN-BUL 3-2 | — | indoor hard | Rune | |
| 11/04/2024 | Monte-Carlo Rolex Masters - Monte-Carlo | Round 3 | clay | Rune | 7-6(9) 3-6 7-6(2) |
| 07/01/2024 | Brisbane International - Brisbane | Final | hard | Dimitrov | 6-7(5) 4-6 |
| 01/10/2023 | China Open - Beijing | Round 2 | hard | Dimitrov | 3-6 5-7 |
| 10/07/2023 | Wimbledon - London | Round 4 | grass | Rune | 6-3 6-7(6) 6-7(4) 3- |
| indoor hard | Dimitrov 0 - 1 Rune |
| clay | Dimitrov 0 - 1 Rune |
| hard | Dimitrov 2 - 0 Rune |
| grass | Dimitrov 0 - 1 Rune |
| 2026 | Dimitrov 0 - 1 Rune |
| 2024 | Dimitrov 1 - 1 Rune |
| 2023 | Dimitrov 1 - 1 Rune |
162 wins, 105 losses since 2021 (60.7%).
Last matches: D D V D V
246 wins, 126 losses since 2021 (66.1%).
Last matches: D D V V D
Holger Rune leads 3 to 2 over 5 singles meetings since 2023.
On 19/09/2026, at Davis Cup, Group I, 1R, DEN-BUL 3-2: Holger Rune won.