| ITF Cameroon F1 | 11/27 11:40 | 25 | Sharma, Arpit v Olaso, Guillermo | Cancelled | |
| ITF Finland F4 | 11/12 12:20 | 25 | Heyman, Christopher v Olaso, Guillermo | Cancelled | |
| ITF Mozambique F1 | 11/06 08:25 | 25 | Olaso, Guillermo v Dolz, Lluis | Cancelled | |
| ITF Vietnam F4 | 10/24 02:30 | 25 | Nitin Kumar Sinha v Olaso, Guillermo | Cancelled | |
| ITF Spain F31 | 10/10 10:00 | 25 | Mora, Maxime v Olaso, Guillermo | Cancelled | |
| ITF Lebanon F2 | 10/02 13:00 | 25 | Olaso, Guillermo v Pospisil, Jaroslav | Cancelled | |
| ITF Lebanon F1 | 09/29 13:00 | 28 | [400] Alexandre Muller v Olaso, Guillermo [447] | 4-6,6-3,6-0 | |
| ITF Lebanon F1 | 09/28 13:00 | 27 | Olaso, Guillermo v Eremin, Edoardo | 6-1,6-4 | |
| ITF Lebanon F1 | 09/27 13:00 | 26 | Olaso, Guillermo v Ibrahim, Hasan | 6-2,6-4 | |
| ITF Lebanon F1 | 09/26 14:35 | 25 | Olaso, Guillermo v Pospisil, Jaroslav | 6-1,6-1 | |
| Germany F8, Singles | 07/19 11:35 | 26 | [435] Orlando Luz v Olaso, Guillermo [375] | 7-6,6-0 | |
| Germany F8, Singles | 07/18 11:25 | 25 | Lucas Gerch v Olaso, Guillermo | 2-6,3-6 | |
| ITF Spain F16 | 06/27 18:45 | 26 | Hoyt, Evan v Olaso, Guillermo | 4-6,6-2,6-4 | |
| ITF Spain F16 | 06/26 19:40 | 25 | Cembellin Prieto, Antonio v Olaso, Guillermo | 3-6,3-6 | |
| ITF France F10 | 06/20 12:20 | 26 | Olaso, Guillermo v Tchoutakian, Maxime | Retired | |
| ITF France F10 | 06/19 11:15 | 25 | Olaso, Guillermo v Guell Bartrina, Eduard | 4-6,6-3,7-6 | |
| Challenger Poznan Qual | 06/04 13:30 | 54 | [383] Jahn, Jeremy v Olaso, Guillermo [361] | 6-7,6-1,6-2 | |
| Challenger Poznan Qual | 06/04 08:00 | 46 | Slobodchikov, Ronald v Olaso, Guillermo | 4-6,6-3,1-6 | |
| Challenger Poznan Qual | 06/03 09:25 | 45 | [388] Juan Pablo Ficovich v Olaso, Guillermo [361] | 4-6,2-6 | |
| Challenger Busan Qual | 05/14 02:00 | 54 | [346] Rubin Statham v Olaso, Guillermo [359] | 6-4,6-2 | |
| Challenger Busan Qual | 05/13 02:00 | 46 | Thomas Fancutt v Olaso, Guillermo | 1-6,5-7 | |
| Challenger Busan Qual | 05/12 01:00 | 45 | Kim, Jae Hwan v Olaso, Guillermo | 0-6,5-7 | |
| Challenger - Glasgow | 05/04 09:30 | 27 | [104] Lacko, Lukas v Olaso, Guillermo [386] | 6-2,6-3 | |
| Challenger - Glasgow | 05/02 13:50 | 26 | [386] Olaso, Guillermo v Glasspool, Lloyd [477] | 6-4,6-3 | |
| Challenger - Glasgow | 04/30 11:15 | 25 | [330] Evgeny Karlovskiy v Olaso, Guillermo [386] | 6-7,3-6 | |
| ITF Spain F10 | 04/24 12:35 | 25 | Olaso, Guillermo v Bossel, Adrien | Retired | |
| ITF Spain F9 | 04/19 14:00 | 26 | [383] Olaso, Guillermo v Steven Diez [330] | 7-6,1-6,5-7 | |
| ITF Spain F9 | 04/17 09:25 | 25 | Olaso, Guillermo v Bossel, Adrien | 6-2,6-4 | |
| Challenger Alicante Qual | 03/31 09:55 | 45 | [289] Gomez-Herrera, Carlos v Olaso, Guillermo [420] | 2-6,7-6,7-5 | |
| Challenger Marbella Qual | 03/24 19:25 | 45 | [314] Federico Gaio v Olaso, Guillermo [420] | 7-5,7-6 |