| 4‑Nov‑2024 | Belgrade | Hard | F | 156 | 78 | (Q)Denis Shapovalov [CAN] d. (W)Medjedovic | 6-4 6-4 | (ch) | 0.64 | 4.9% | 3.3% | 75.4% | 65.2% | 53.3% | 0/2 | 1:14 |
| 4‑Nov‑2024 | Belgrade | Hard | SF | 156 | 141 | (WC)Medjedovic d. (WC)Laslo Djere [SRB] | 6-2 3-6 7-6(2) | | 1.15 | 8.9% | 2.0% | 70.3% | 71.8% | 60.0% | 9/10 | 2:27 |
| 4‑Nov‑2024 | Belgrade | Hard | QF | 156 | 29 | (WC)Medjedovic d. (3)Francisco Cerundolo [ARG] | 6-4 6-2 | | 2.05 | 11.4% | 2.3% | 65.9% | 79.3% | 73.3% | 3/4 | 1:13 |
| 4‑Nov‑2024 | Belgrade | Hard | R16 | 156 | 101 | (WC)Medjedovic d. Aleksandar Kovacevic [USA] | 7-6(5) 6-4 | | 1.93 | 17.5% | 1.8% | 80.7% | 84.8% | 81.8% | 0/0 | 1:20 |
| 4‑Nov‑2024 | Belgrade | Hard | R32 | 156 | 37 | (WC)Medjedovic d. (6)Brandon Nakashima [USA] | 3-6 7-5 6-3 | | 1.29 | 19.8% | 3.7% | 72.8% | 78.0% | 63.6% | 2/3 | 1:59 |
| 19‑Apr‑2021 | Belgrade | Clay | Q2 | 854 | 102 | (2)Facundo Bagnis [ARG] d. (WC)Medjedovic | 6-4 6-2 | | 0.69 | 3.3% | 8.3% | 66.7% | 62.5% | 30.0% | 6/10 | 1:22 |
| 19‑Apr‑2021 | Belgrade | Clay | Q1 | 854 | 114 | (WC)Medjedovic d. (6)Daniel Elahi Galan [COL] | 7-6(4) 7-6(5) | | 1.01 | 6.8% | 4.5% | 56.8% | 62.0% | 57.9% | 3/5 | 1:49 |
| 1‑Jul‑2019 | M15 Belgrade | Clay | R16 | | | (7)Marko Miladinovic [SRB] d. Medjedovic | 6-1 6-4 | | | | | | | | | |
| 1‑Jul‑2019 | M15 Belgrade | Clay | R32 | | | Medjedovic d. Gorazd Srbljak [MKD] | 6-2 6-4 | | | | | | | | | |
