| ITF M15 Monastir | 11/26 11:30 | - | Julien Penzlin v Volodymyr Iakubenko | 6-3,5-2 | |
| ITF M15 Monastir | 11/25 08:30 | - | Volodymyr Iakubenko v Åsane Fotball 2 | 6-1,3-6,1-0 | |
| ITF M25 Manama | 11/12 12:08 | - | Sergey Fomin v Volodymyr Iakubenko | 6-2,6-2 | |
| ITF M25 Manama | 11/10 09:00 | - | Volodymyr Iakubenko v Quirin Weber | 6-1,6-1 | |
| ITF M25 Manama | 11/09 09:16 | - | Volodymyr Iakubenko v Nikith Korishettru | 6-0,6-1 | |
| ITF M15 Manama | 11/06 08:00 | - | Ivan Marrero Curbelo v Volodymyr Iakubenko | 6-4,6-3 | |
| ITF M15 Manama | 11/05 08:00 | - | Chun-Ming Yam v Volodymyr Iakubenko | 1-6,0-6 | |
| ITF M15 Manama | 11/03 10:30 | - | Volodymyr Iakubenko v Cian Maguire | 6-3,6-3 | |
| ITF M15 Heraklion | 10/31 10:28 | - | Philip Henning v Volodymyr Iakubenko | 1-0 | |
| ITF M15 Heraklion | 10/30 07:00 | - | Volodymyr Iakubenko v Miles Jones | 0-6,7-6,6-1 | |
| ITF M15 Heraklion | 10/29 07:00 | - |
William Rejchtman Vinciguerra
v
Volodymyr Iakubenko |
6-7,3-6 | |
| ITF M15 Heraklion | 10/21 10:00 | - |
Petros Tsitsipas
v
Volodymyr Iakubenko |
7-6,5-7,6-4 | |
| ITF M15 Rodez | 10/08 09:00 | - | Liam Broady v Volodymyr Iakubenko | 6-1,6-1 | |
| ITF M25 Sharm El Sheikh | 09/25 09:14 | - | Volodymyr Iakubenko v Aleksandre Bakshi | 4-6,3-6 | |
| ITF M25 Sharm El Sheikh | 09/24 11:34 | - | Finn Reilly v Volodymyr Iakubenko | 1-6,0-6 | |
| ITF M15 Hurghada | 09/17 18:04 | - | Volodymyr Iakubenko v Toby Samuel | 4-6,4-6 | |
| ITF M15 Hurghada | 09/10 13:00 | - | Volodymyr Iakubenko v Liam Broady | 3-6,2-6 | |
| ITF M15 Turku | 08/12 14:58 | - | Volodymyr Iakubenko v Iiro Vasa | 3-6,6-3,6-7 | |
| ITF M25 Tauste | 08/06 08:30 | - | Maxwell McKennon v Volodymyr Iakubenko | 7-5,6-1 | |
| ITF M25 Tauste | 08/05 11:28 | - | Volodymyr Iakubenko v Leonid Sheyngezikht | 6-1,6-4 | |
| ITF M25 Tauste | 08/04 11:22 | - | Volodymyr Iakubenko v Nico Rating | 6-1,4-6,1-0 | |
| ITF M15 Dublin | 07/30 13:54 | - | Volodymyr Iakubenko v Ryan James Storrie | 3-6,4-6 | |
| ITF M25 Castelo Branco | 07/14 08:00 | - | Tiago Silva v Volodymyr Iakubenko | 4-6,6-3,1-0 | |
| ITF M15 Kayseri | 07/03 07:00 | - | Ali Yazdani v Volodymyr Iakubenko | 3-6,6-2,6-3 | |
| ITF M15 Kayseri | 07/01 11:20 | - | Daniil Piatrouski v Volodymyr Iakubenko | 1-6,4-6 | |
| ITF M15 Kayseri | 06/27 09:00 | - | Paul Inchauspe v Volodymyr Iakubenko | 6-3,6-2 | |
| ITF M15 Kayseri | 06/26 07:30 | - | Volodymyr Iakubenko v Niklas Schell | 6-4,7-6 | |
| ITF M15 Kayseri | 06/24 07:30 | - | Volodymyr Iakubenko v Brandon Perez | 6-4,4-6,7-6 | |
| ITF M15 Poprad | 07/24 08:00 | 25 | Volodymyr Iakubenko v Thiago Cigarran | Retired | |
| ITF M15 Slovenska Bistrica | 07/15 13:00 | 54 | Volodymyr Iakubenko v Nazar Oliynykov | 2-6,3-6 |
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