[19] Grigor Dimitrov 1-4,3-4 Nikola Milojevic [145] 2020-06-13 17:00
Round: 1
Home History
| Adria Tour | 2020/06/13 12:00 | Grigor Dimitrov v Dusan Lajovic | 4-3,3-4,4-1 |
| ATP - Acapulco | 2020/02/29 04:00 | Rafael Nadal v Grigor Dimitrov | 6-3,6-2 |
| ATP - Acapulco | 2020/02/28 03:10 | Stan Wawrinka v Grigor Dimitrov | 4-6,4-6 |
| ATP - Acapulco | 2020/02/27 01:50 | Adrian Mannarino v Grigor Dimitrov | 7-6,2-6,6-7 |
| ATP - Acapulco | 2020/02/25 22:00 | Damir Dzumhur v Grigor Dimitrov | 3-6,3-6 |
| ATP - Rotterdam | 2020/02/12 20:00 | Grigor Dimitrov v Felix Auger Aliassime | 4-6,2-6 |
| ATP - Rotterdam | 2020/02/10 18:30 | Denis Shapovalov v Grigor Dimitrov | 3-6,6-7 |
| ATP - Montpellier | 2020/02/05 18:00 | Grigor Dimitrov v Gregoire Barrere | 7-6,4-6,5-7 |
Away History
| Adriatic Tennis Series | 2020/06/12 10:00 | Damir Dzumhur v Nikola Milojevic | 0-6,6-3,6-2 |
| Adriatic Tennis Series | 2020/06/11 09:00 | Danilo Petrovic v Nikola Milojevic | 5-7,3-6 |
| Adriatic Tennis Series | 2020/06/10 11:30 | Eric Vanshelboim v Nikola Milojevic | 0-6,4-6 |
| Adriatic Tennis Series | 2020/06/09 10:30 | Nikola Cacic v Nikola Milojevic | 3-6,3-6 |
| Challenger - Bengaluru | 2020/02/12 06:40 | Benjamin Bonzi v Nikola Milojevic | 6-4,6-1 |
| ATP Pune | 2020/02/06 12:50 | Nikola Milojevic v Egor Gerasimov | 6-2,3-6,2-6 |
| ATP Pune | 2020/02/04 11:15 | Nikola Milojevic v Antoine Hoang | 7-6,6-4 |
| ATP Pune | 2020/02/02 10:50 | Nikola Milojevic v Robin Haase | 6-3,6-3 |