| ATP Delray Beach | 01/06 20:45 | 19 | [289] Goncalo Oliveira v Kevin King [304] | 3-6,3-6 | |
| ATP Delray Beach | 01/05 20:35 | 164 | Goncalo Oliveira v Liam Draxl | 3-6,6-3,6-2 | |
| Challenger de Maia | 12/01 11:00 | 25 | [318] Altug Celikbilek v Goncalo Oliveira [287] | 2-6,7-5,7-6 | |
| ITF M15 Quinta Do Lago | 11/04 11:00 | 25 | Francisco Cabral v Goncalo Oliveira | View | |
| Challenger de Marbella | 10/24 16:25 | 19 | Andrey Kuznetsov v Goncalo Oliveira | 6-3,6-2 | |
| Challenger de Lisboa | 10/15 10:00 | 26 | [285] Goncalo Oliveira v Dmitry Popko [178] | 2-6,2-6 | |
| Challenger de Lisboa | 10/12 13:15 | 25 | [147] Blaz Rola v Goncalo Oliveira [285] | 6-1,6-7,5-7 | |
| ITF M25 Jablonec Nad Nisou | 09/22 10:55 | 25 | [276] Goncalo Oliveira v Jesper De Jong [368] | 2-6,6-7 | |
| ITF M25 Praga | 09/16 13:05 | 25 | Robin Stanek v Goncalo Oliveira | 6-3,6-1 | |
| Challenger de Prostejov | 09/05 13:20 | 64 | [165] Dmitry Popko v Goncalo Oliveira [274] | 6-4,6-4 | |
| Challenger de Praga 2 - Clasificación | 08/25 12:40 | 25 | Stan Wawrinka v Goncalo Oliveira | 6-3,6-4 | |
| Challenger de Praga 2 - Clasificación | 08/23 10:15 | 24 | [278] Goncalo Oliveira v Malek Jaziri [261] | 6-4,6-4 |