| ATP Sydney | 01/10 00:00 | 19 | [64] Harri Heliovaara v Viktor Durasovic [345] | 4-6,6-3,4-6 | |
| ATP Sydney | 01/09 01:30 | 14 | Harri Heliovaara v Rubin Statham | 7-6,7-6 | |
| ATP Adelaide | 01/02 05:45 | 14 | [64] Harri Heliovaara v Francisco Cerundolo [127] | 4-6,2-6 | |
| ATP Los Cabos | 07/18 01:20 | 14 | [237] Matthew Ebden v Harri Heliovaara [77] | 6-2,6-2 | |
| Challenger Gran Canaria Qual | 02/28 13:00 | 14 | [97] Harri Heliovaara v Eduard Esteve Lobato [483] | 2-6,4-6 | |
| ATP Antalya | 01/07 09:20 | 19 | [269] Pavel Kotov v Harri Heliovaara [111] | 6-2,6-2 | |
| ATP Antalya | 01/06 11:55 | 168 | [111] Harri Heliovaara v Sasikumar Mukund [300] | 6-4,7-5 | |
| Challenger Maia | 11/28 15:40 | 64 | [114] Harri Heliovaara v Nikolas S Izquierdo [356] | 2-6,4-6 | |
| Davis Cup | 03/07 18:10 | 45 | Gerardo L Villasenor v Harri Heliovaara | 6-0,7-6 | |
| Challenger Calgary | 02/25 17:00 | 24 | [305] Shintaro Imai v Harri Heliovaara [142] | 6-0,6-2 | |
| Challenger Calgary | 02/24 16:00 | 166 | Felix Corwin v Harri Heliovaara | 7-6,6-2 | |
| Challenger Drummondville | 02/17 17:55 | - | Johannes Haerteis v Harri Heliovaara | Cancelled | |
| Challenger Launceston | 02/03 23:00 | 24 | [136] Harri Heliovaara v Michail Pervolarakis [427] | 3-6,3-6 | |
| Challenger Burnie | 01/26 23:00 | 166 | Takuto Niki v Harri Heliovaara | 6-4,1-6,7-6 | |
| Challenger Helsinki | 11/15 14:00 | 27 | [154] Harri Heliovaara v Ilya Ivashka [138] | 6-3,1-6,2-6 | |
| Challenger Helsinki | 11/14 11:00 | 26 | [302] Hugo Grenier v Harri Heliovaara [154] | 1-6,3-6 | |
| Challenger Helsinki | 11/13 11:00 | 25 | [154] Harri Heliovaara v Hiroki Moriya [207] | 4-6,7-6,6-3 | |
| Challenger Helsinki | 11/11 16:10 | 24 | [396] Artem Dubrivnyy v Harri Heliovaara [154] | 3-6,2-6 | |
| Challenger Playford 2 | 10/30 23:30 | 26 | [190] Jay Clarke v Harri Heliovaara [151] | 6-4,6-3 | |
| Challenger Playford 2 | 10/29 23:30 | 25 | [151] Harri Heliovaara v Sasikumar Mukund [235] | 7-6,6-3 | |
| Challenger Playford 2 | 10/28 23:30 | 24 | James Ibrahim v Harri Heliovaara | 1-6,2-6 | |
| Challenger Traralgon | 10/23 03:00 | 25 | [150] Harri Heliovaara v James Duckworth [133] | 4-6,2-6 | |
| Challenger Traralgon | 10/22 04:30 | 24 | Aaron Addison v Harri Heliovaara | 3-6,0-6 | |
| Challenger Glasgow | 09/16 15:55 | 24 | [153] Harri Heliovaara v Geoffrey Blancaneaux [322] | 2-6,6-3,3-6 | |
| Davis Cup | 09/14 14:45 | - | [147] Harri Heliovaara v Dennis Novak [122] | 6-3,3-6,6-7 | |
| Challenger Cassis | 09/03 15:30 | 25 | [65] Jo-Wilfried Tsonga v Harri Heliovaara [151] | 6-4,6-3 | |
| Challenger Cassis | 09/02 11:20 | 24 | [151] Harri Heliovaara v Felipe M R Alves [387] | 6-4,7-6 | |
| Challenger Mallorca | 08/26 09:00 | 24 | [151] Harri Heliovaara v Thiago Seyboth Wild [337] | 4-6,4-6 | |
| Challenger Yokkaichi | 08/05 06:30 | 24 | Harri Heliovaara v Yasunori Hashikawa | Cancelled | |
| Challenger Chengdu | 08/01 03:00 | 26 | [474] Harri Heliovaara v Yuichi Sugita [197] | Retired |