Stadium: Pista 3 Round: 19 Ground: Hardcourt outdoor
| Challenger Alicante | 2021/10/10 10:25 | Ivan Nedelko v Robert Galloway | 6-2,2-6,6-7 |
| Challenger Porto | 2021/06/28 13:00 | Yosuke Watanuki v Robert Galloway | 6-1,6-1 |
| Challenger Porto | 2021/06/27 14:10 | Robert Galloway v Alexander Zhurbin | 6-2,6-2 |
| Challenger Orlando | 2021/06/06 16:50 | Robert Galloway v Stefan Kozlov | 4-6,6-7 |
| ATP Singapore | 2021/02/21 04:00 | Thai-Son Kwiatkowski v Robert Galloway | 6-2,6-3 |
| ATP Singapore | 2021/02/20 03:00 | Robert Galloway v Vladyslav Orlov | 6-4,6-4 |
| Challenger Poprad Tatry Qual | 2018/06/16 10:05 | Andreas Haider-Maurer v Robert Galloway | 6-4,7-5 |
| Challenger Loughborough Qual | 2018/05/19 13:30 | Robert Galloway v Jurij Rodionov | 0-6,5-7 |
| Challenger Alicante | 2021/10/10 09:35 | Luis Patino v Georgii Kravchenko | 2-6,1-6 |
| Challenger Barcelona | 2021/10/05 11:20 | Georgii Kravchenko v Damir Dzumhur | 6-3,3-6,1-6 |
| Challenger Barcelona | 2021/10/04 13:00 | Alvaro Lopez San Martin v Georgii Kravchenko | 2-6,4-6 |
| Challenger Barcelona | 2021/10/03 08:00 | Georgii Kravchenko v Vladyslav Orlov | 6-4,6-1 |
| ITF M15 Vyshkovo | 2021/09/25 08:00 | Gergely Madarasz v Georgii Kravchenko | 6-7,7-6,6-1 |
| ITF M15 Vyshkovo | 2021/09/24 10:00 | Illya Beloborodko v Georgii Kravchenko | 2-6,0-6 |
| ITF M15 Vyshkovo | 2021/09/23 09:42 | Valentin Vacherot v Georgii Kravchenko | 2-6,5-7 |
| Challenger Kyiv | 2021/09/08 08:00 | Timofey Skatov v Georgii Kravchenko | 6-2,6-2 |