Stadium: Court 1 Round: 26 Ground: Clay
| Challenger Prague | 2021/08/10 12:00 | Nikola Milojevic v Andrea Arnaboldi | 6-7,6-0,6-1 |
| Challenger Bratislava | 2020/11/10 14:55 | Andrea Arnaboldi v Nikola Milojevic | 5-7,6-7 |
| Challenger Quimper | 2022/01/24 14:05 | Andrea Arnaboldi v Hiroki Moriya | 2-6,7-5,4-6 |
| Challenger Quimper | 2022/01/23 16:55 | Andrea Arnaboldi v Georgii Kravchenko | 6-3,6-3 |
| Challenger Forli | 2022/01/18 10:45 | Andrea Arnaboldi v Daniel Masur | 6-7,6-3,4-6 |
| Australian Open | 2022/01/11 06:10 | Taro Daniel v Andrea Arnaboldi | 6-3,6-3 |
| Challenger Forli | 2021/12/12 16:00 | Pavel Kotov v Andrea Arnaboldi | 6-4,6-3 |
| Challenger Forli | 2021/12/11 16:30 | Andrea Arnaboldi v Luca Nardi | 4-6,6-3,6-4 |
| Challenger Forli | 2021/12/10 15:30 | Andrea Arnaboldi v Michail Pervolarakis | 6-4,6-3 |
| Challenger Forli | 2021/12/08 17:30 | Andrea Arnaboldi v Gijs Brouwer | 6-4,4-6,7-5 |
| Australian Open | 2022/01/17 06:10 | Nikola Milojevic v Mackenzie McDonald | 7-5,4-6,3-6,2-6 |
| Australian Open | 2022/01/14 03:45 | Nikola Milojevic v Enzo Couacaud | 7-6,7-6 |
| Australian Open | 2022/01/12 02:30 | Nikola Milojevic v Vitaliy Sachko | 6-3,7-6 |
| Australian Open | 2022/01/10 03:30 | Nikola Milojevic v Nicolas Kicker | 6-4,5-7,6-2 |
| Challenger Bendigo | 2022/01/04 05:35 | Nikola Milojevic v Matthias Bachinger | 2-6,1-6 |
| Challenger Bari | 2021/11/22 14:00 | Nikola Milojevic v Andrea Vavassori | 1-6,5-7 |
| Challenger Helsinki | 2021/11/19 14:30 | Nikola Milojevic v Henri Laaksonen | 2-6,3-6 |
| Challenger Helsinki | 2021/11/18 14:00 | Nikola Milojevic v Ramkumar Ramanathan | 3-6,6-1,6-2 |