Daniil Medvedev leads 4 to 1 over 5 singles meetings since 2021. Last meeting on 29/06/2026 at Wimbledon - London.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 29/06/2026 | Wimbledon - London | Round 1 | grass | Medvedev | 1-6 2-6 0-1 |
| 13/06/2026 | Libema Open - 's-Hertogenbosch | Quarter-final | grass | Medvedev | 6-2 3-6 6-1 |
| 30/05/2022 | French Open - Paris | Round 4 | clay | Cilic | 6-2 6-3 6-2 |
| 05/12/2021 | Davis Cup, Finals, F, CRO-RUS | — | indoor hard | Medvedev | 6-7(7) 2-6 |
| 03/07/2021 | Wimbledon - London | Round 3 | grass | Medvedev | 7-6(3) 6-3 3-6 3-6 2 |
| grass | Cilic 0 - 3 Medvedev |
| clay | Cilic 1 - 0 Medvedev |
| indoor hard | Cilic 0 - 1 Medvedev |
| 2026 | Cilic 0 - 2 Medvedev |
| 2022 | Cilic 1 - 0 Medvedev |
| 2021 | Cilic 0 - 2 Medvedev |
116 wins, 91 losses since 2021 (56.0%).
Last matches: D D V D D
294 wins, 108 losses since 2021 (73.1%).
Last matches: V V V D D
Daniil Medvedev leads 4 to 1 over 5 singles meetings since 2021.
On 29/06/2026, at Wimbledon - London (Round 1): Daniil Medvedev won 1-6 2-6 0-1.