| Gstaad, Switzerland | 07/26 12:55 | 26 | [196] Gleb Sakharov v Bautista-Agut, Roberto [18] | 4-6,3-6 | |
| Gstaad, Switzerland | 07/24 14:45 | 25 | Antoine Bellier v Gleb Sakharov | 3-6,6-7 | |
| ATP Gstaad Qual | 07/23 08:30 | 46 | [451] Adrian Bodmer v Gleb Sakharov [191] | 3-6,5-7 | |
| ATP Gstaad Qual | 07/22 10:10 | 45 | [282] Mertens, Yannick v Gleb Sakharov [191] | 4-6,5-7 | |
| Challenger Scheveningen | 07/19 12:20 | 26 | [96] Bemelmans, Ruben v Gleb Sakharov [191] | 6-3,2-6,6-3 | |
| Challenger Scheveningen | 07/18 09:00 | 25 | [191] Gleb Sakharov v Banes, Maverick [375] | 7-6,3-6,6-4 | |
| Challenger Scheveningen | 07/18 09:00 | 25 | Gleb Sakharov v Oscar Otte | Cancelled | |
| Challenger Perugia | 07/14 13:45 | 27 | [112] Granollers, Marcel v Gleb Sakharov [205] | 7-6,6-3 | |
| Challenger Perugia | 07/13 10:00 | 26 | [205] Gleb Sakharov v Nicolas Kicker [94] | 6-3,6-4 | |
| Challenger Perugia | 07/11 09:00 | 25 | [168] Lorenzo Giustino v Gleb Sakharov [205] | 6-7,2-6 | |
| Wimbledon Qual | 06/26 15:30 | 44 | [203] Gleb Sakharov v Steven Diez [223] | 4-6,4-6 | |
| Challenger Todi | 06/23 16:10 | 27 | Caruana, Liam v Gleb Sakharov | 6-4,7-5 | |
| Challenger Todi | 06/22 13:00 | 26 | Haider-Maurer, Andreas v Gleb Sakharov | 2-6,4-6 | |
| Challenger Todi | 06/20 13:20 | 25 | [205] Gleb Sakharov v Radu Albot [114] | 7-6,7-6 | |
| Lisbon, Portugal | 06/16 12:15 | 27 | [216] Gleb Sakharov v Taro Daniel [93] | 2-6,1-6 | |
| Lisbon, Portugal | 06/14 16:30 | 26 | [216] Gleb Sakharov v Goncalo Oliveira [309] | 6-3,5-7,6-4 | |
| Lisbon, Portugal | 06/12 14:10 | 25 | Ramirez Hidalgo, Ruben v Gleb Sakharov | 3-6,4-6 | |
| French Open Qual | 05/24 12:55 | 45 | [202] Stefanos Tsitsipas v Gleb Sakharov [210] | 6-3,6-3 | |
| French Open Qual | 05/22 08:00 | 44 | [210] Gleb Sakharov v Federico Gaio [158] | 6-4,6-7,7-6 | |
| Challenger - Bordeaux | 05/16 14:00 | 25 | [154] Sousa, Pedro v Gleb Sakharov [211] | 6-4,6-4 | |
| ITF Turkey F18 | 05/13 07:30 | 28 | [215] Gleb Sakharov v Dennis Novak [300] | 2-6,1-6 | |
| ITF Turkey F18 | 05/12 08:45 | 27 | Gleb Sakharov v Nerman Fatic | 6-3,6-4 | |
| ITF Turkey F18 | 05/11 08:35 | 26 | Gleb Sakharov v Fallert, Florian | 6-4,6-3 | |
| ITF Turkey F18 | 05/10 09:10 | 25 | Gleb Sakharov v Valentin Vanta | 6-4,6-4 | |
| ITF France F9 | 04/30 12:45 | 29 | Gleb Sakharov v Geoffrey Blancaneaux | 6-4,6-4 | |
| ITF France F9 | 04/29 12:00 | 28 | [229] Gleb Sakharov v Laurent Lokoli [273] | 6-4,3-6,7-5 | |
| ITF France F9 | 04/28 08:30 | 27 | [229] Gleb Sakharov v Authom, Maxime [295] | 6-3,6-4 | |
| ITF France F9 | 04/26 14:05 | 26 | Gleb Sakharov v Musialek, Alexis | 6-1,6-3 | |
| ITF France F9 | 04/24 10:10 | 25 | Gleb Sakharov v Ugo Humbert | 6-2,7-6 | |
| ITF Egypt F13 | 04/16 08:00 | 29 | [226] Aldin Setkic v Gleb Sakharov [235] | 3-6,6-2,6-0 |