| ATP Singles: Wimbledon Qualification |
| 24.06.19 13:10 | FT | Milojevic N. | SRB | 1 | 6 | 6 | 3 | - | - | 32 | |||
| Mikael Torpegaard | DEN | 2 | 4 | 7 | 6 | - | - |
| Challenger Men Singles: Almaty (Kazakhstan) |
| 07.06.19 08:10 | FT | Milojevic N. (3) | 0 | 4 | 3 | - | - | - | 19 | ||
| Vilella M. | 2 | 6 | 6 | - | - | - |
| 06.06.19 11:15 | FT | Milojevic N. (3) | 2 | 6 | 3 | 6 | - | - | 25 | ||
| Gimeno-T. D. (16) | 1 | 1 | 6 | 3 | - | - |
| 04.06.19 09:10 | FT | Milojevic N. (3) | 2 | 6 | 7 | - | - | - | 20 | ||
| King E. | 0 | 2 | 5 | - | - | - |
| ATP Singles: Roland Garros France Qualification |
| 22.05.19 19:45 | FT | Bourgue M. | FRA | 2 | 2 | 6 | 7 | - | - | 30 | |||
| Milojevic N. (21) | SRB | 1 | 6 | 4 | 5 | - | - |
| 21.05.19 11:05 | FT | Gerasimov E. | BLR | 0 | 5 | 3 | - | - | - | 21 | |||
| Milojevic N. (21) | SRB | 2 | 7 | 6 | - | - | - |
| Challenger Men Singles: Busan (South Korea) |
| 07.05.19 07:10 | FT | Milojevic N. (9) | 1 | 2 | 6 | 5 | - | - | 29 | ||
| Yun-Seong Chung (wc) | 2 | 6 | 3 | 7 | - | - |
| Challenger Men Singles: Seoul (South Korea) |
| 04.05.19 08:00 | FT | Milojevic N. (13) | 0 | 2 | 0 | - | - | - | 14 | ||
| Purcell M. (1) | 2 | 6 | 6 | - | - | - |
| 03.05.19 05:05 | FT | Li Z. | 0 | 4 | 5 | - | - | - | 22 | ||
| Milojevic N. (13) | 2 | 6 | 7 | - | - | - |
| 02.05.19 08:05 | FT | Milojevic N. (13) | 2 | 6 | 7 | - | - | - | 21 | ||
| Stakhovsky S. (3) | 0 | 2 | 6 | - | - | - |
| 30.04.19 10:05 | FT | Milojevic N. (13) | 2 | 6 | 6 | 6 | - | - | 31 | ||
| Lee J. (wc) | 1 | 7 | 3 | 3 | - | - |
| Challenger Men Singles: Nanchang (China) |
| 27.04.19 08:20 | FT | Martin A. | 2 | 6 | 6 | - | - | - | 16 | ||
| Milojevic N. (7) | 0 | 0 | 4 | - | - | - |
| 26.04.19 06:10 | FT | Milojevic N. (7) | 2 | 6 | 4 | 6 | - | - | 24 | ||
| Harris A. | 1 | 2 | 6 | 0 | - | - |
| 25.04.19 06:10 | FT | Milojevic N. (7) | 2 | 7 | 7 | - | - | - | 26 | ||
| Santillan A. | 0 | 6 | 6 | - | - | - |
| Challenger Men Doubles: Nanchang (China) |
| 24.04.19 12:10 | FT | Milojevic N./Oliveira G. (7) | 0 | 4 | 4 | - | - | - | 20 | ||
| Pel D./Podlipnik-C. H. (4) | 2 | 6 | 6 | - | - | - |
| Challenger Men Singles: Nanchang (China) |
| 23.04.19 12:25 | FT | Milojevic N. (7) | 2 | 6 | 6 | - | - | - | 18 | ||
| Sasi Kumar Mukund | 0 | 2 | 4 | - | - | - |
| Challenger Men Singles: Anning (China) |
| 19.04.19 08:45 | FT | Milojevic N. (10) | 0 | 5 | 3 | - | - | - | 21 | ||
| Gunneswaran P. (2) | 2 | 7 | 6 | - | - | - |
| 18.04.19 06:10 | FT | Martin A. | 1 | 1 | 7 | 1 | - | - | 27 | ||
| Milojevic N. (10) | 2 | 6 | 6 | 6 | - | - |
| 17.04.19 06:10 | FT | Li Z. | 0 | 4 | 3 | - | - | - | 19 | ||
| Milojevic N. (10) | 2 | 6 | 6 | - | - | - |
| Challenger Men Singles: Barletta (Italy) |
| 14.04.19 12:10 | P1 Ret. | Milojevic N. | 1 | 6 | 7 | 2 | - | - | 30 | ||
| Mager G. | 1 | 7 | 5 | 3 | - | - |
| 13.04.19 17:40 | FT | Safwat M. (16) | 0 | 2 | 5 | - | - | - | 20 | ||
| Milojevic N. (9) | 2 | 6 | 7 | - | - | - |
| 12.04.19 17:05 | FT | Coria F. | 0 | 6 | 1 | - | - | - | 20 | ||
| Milojevic N. (9) | 2 | 7 | 6 | - | - | - |
| 11.04.19 19:10 | P2 Ret. | Milojevic N. (9) | 1 | 7 | 1 | - | - | - | 14 | ||
| Arnaboldi A. (7) | 0 | 6 | 0 | - | - | - |
| Challenger Men Doubles: Barletta (Italy) |
| 10.04.19 14:40 | FT | Maamoun K./Skander Mansouri | 2 | 6 | 6 | - | - | - | 19 | ||
| Milojevic N./Safwat M. (9) | 0 | 4 | 3 | - | - | - |
| Challenger Men Singles: Barletta (Italy) |
| 09.04.19 17:55 | FT | Milojevic N. (9) | 2 | 5 | 6 | 7 | - | - | 31 | ||
| Maamoun K. | 1 | 7 | 1 | 5 | - | - |
| Challenger Men Singles: Alicante (Spain) |
| 04.04.19 15:30 | FT | Milojevic N. (15) | 1 | 6 | 2 | 4 | - | - | 25 | ||
| Vilella M. | 2 | 1 | 6 | 6 | - | - |
| Challenger Men Doubles: Alicante (Spain) |
| 03.04.19 19:40 | FT | Milojevic N./Oliveira G. (15) | 0 | 3 | 4 | - | - | - | 19 | ||
| Bellucci T./Duran G. | 2 | 6 | 6 | - | - | - |
| Challenger Men Singles: Alicante (Spain) |
| 03.04.19 13:15 | FT | Milojevic N. (15) | 2 | 7 | 3 | 6 | - | - | 31 | ||
| Krawietz K. (2) | 1 | 6 | 6 | 3 | - | - |
| Challenger Men Singles: Drummondville (Canada) |
| 14.03.19 21:40 | FT | Milojevic N. (6) | 0 | 3 | 1 | - | - | - | 16 | ||
| Michael Redlicki | 2 | 6 | 6 | - | - | - |
| 12.03.19 20:45 | FT | Milojevic N. (6) | 2 | 6 | 7 | - | - | - | 21 | ||
| Broady L. | 0 | 2 | 6 | - | - | - |
| Challenger Men Singles: Indian Wells (USA) |
| 25.02.19 23:05 | FT | Milojevic N. | 0 | 5 | 4 | - | - | - | 22 | ||
| Krueger M. | 2 | 7 | 6 | - | - | - |
| Challenger Men Singles: Budapest (Hungary) |
| 07.02.19 13:05 | FT | Milojevic N. (9) | 0 | 3 | 4 | - | - | - | 19 | ||
| Otte O. (6) | 2 | 6 | 6 | - | - | - |
| 05.02.19 17:45 | FT | Milojevic N. (9) | 2 | 6 | 6 | 6 | - | - | 33 | ||
| Griekspoor T. | 1 | 4 | 7 | 4 | - | - |
| ATP Doubles: Davis Cup World Group Qualification |
| 02.02.19 11:10 | FT | Fayziev S./Istomin D. | 2 | 2 | 6 | 6 | - | - | 24 | ||
| Milojevic N./Troicki V. | 1 | 6 | 1 | 3 | - | - |
| Challenger Men Singles: Rennes (France) |
| 21.01.19 13:45 | FT | Milojevic N. | 1 | 5 | 7 | 1 | - | - | 31 | ||
| Masur D. | 2 | 7 | 5 | 6 | - | - |
| ATP Singles: Australian Open Qualification |
| 08.01.19 09:05 | FT | Krstin P. | SRB | 2 | 4 | 6 | 7 | - | - | 33 | |||
| Milojevic N. | SRB | 1 | 6 | 4 | 6 | - | - |
| Challenger Men Singles: Noumea (New Caledonia) |
| 02.01.19 09:50 | FT | Ymer M. | 2 | 4 | 7 | 6 | - | - | 32 | ||
| Milojevic N. (8) | 1 | 6 | 5 | 4 | - | - |
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