| Challenger Bogota | 10/01 16:00 | 29 | [143] Thiago Agustin Tirante v Gustavo Heide [284] | Walkover | |
| Challenger Bogota | 09/30 15:30 | 28 | [284] Gustavo Heide v David Jorda Sanchis [391] | 7-6,6-4 | |
| Challenger Bogota | 09/29 16:00 | 27 | [342] Matheus P De Almeida v Gustavo Heide [284] | 4-6,2-6 | |
| Challenger Bogota | 09/27 15:00 | 26 | [284] Gustavo Heide v Eduardo Riberio [337] | 6-4,6-4 | |
| Challenger Bogota | 09/25 20:15 | 25 | [388] Maxime Janvier v Gustavo Heide [294] | Retired | |
| Challenger Antofagasta | 09/21 13:00 | 26 | [294] Gustavo Heide v Tristan Boyer [370] | 4-6,6-3,4-6 | |
| Challenger Antofagasta | 09/20 16:30 | 25 | [155] Mariano Navone v Gustavo Heide [294] | 3-6,6-7 | |
| Challenger Santa Cruz | 09/13 19:00 | 26 | [150] Francisco Comesana v Gustavo Heide [301] | 6-3,7-5 | |
| Challenger Santa Cruz | 09/12 00:25 | 25 | [375] David Jorda Sanchis v Gustavo Heide [301] | 0-6,6-3,5-7 | |
| Challenger Lima | 08/23 15:00 | 26 | Gustavo Heide v Alvaro G Meza | 2-6,6-2,6-7 | |
| Challenger Lima | 08/22 15:00 | 25 | [343] Gustavo Heide v Ignacio Monzon [488] | 6-0,6-7,6-1 | |
| ITF M25 Trujillo | 08/20 16:00 | 29 | [272] Juan Pablo Ficovich v Gustavo Heide [343] | 3-6,0-6 | |
| ITF M25 Trujillo | 08/19 14:55 | 28 | [343] Gustavo Heide v Murkel Dellien [288] | 6-4,6-4 | |
| ITF M25 Trujillo | 08/18 15:00 | 27 | Ignacio Carou v Gustavo Heide | 3-6,1-6 | |
| ITF M25 Trujillo | 08/17 15:00 | 26 | [395] Tomas Farjat v Gustavo Heide [343] | 6-3,6-7,3-6 | |
| ITF M25 Trujillo | 08/16 15:00 | 25 | Luciano Tacchi v Gustavo Heide | 4-6,1-6 | |
| Challenger Santo Domingo | 08/09 16:00 | 25 | [342] Gustavo Heide v Thiago Agustin Tirante [134] | 6-7,4-6 | |
| Challenger Santa Fe | 07/04 17:35 | 25 | Alvaro G Meza v Gustavo Heide | 6-4,6-4 | |
| Challenger Medellin | 06/28 17:50 | 26 | [292] Matias Soto v Gustavo Heide [338] | 6-3,3-6,6-1 | |
| Challenger Medellin | 06/27 20:05 | 25 | [338] Gustavo Heide v Federico Delbonis [205] | 7-5,6-4 | |
| Challenger Cali | 06/22 17:45 | 27 | [358] Gustavo Heide v Federico Delbonis [266] | 0-6,2-6 | |
| Challenger Cali | 06/21 19:50 | 26 | [248] Nicolas Mejia v Gustavo Heide [358] | 2-6,2-6 | |
| Challenger Cali | 06/20 16:00 | 25 | [358] Gustavo Heide v Max Hans Rehberg [403] | 6-3,6-3 | |
| Challenger Palmas del Mar | 06/18 02:10 | 28 | Kei Nishikori v Gustavo Heide | 6-4,6-2 | |
| Challenger Palmas del Mar | 06/16 20:55 | 27 | [378] Bernard Tomic v Gustavo Heide [423] | 6-7,7-6,1-6 | |
| Challenger Palmas del Mar | 06/15 16:00 | 26 | [423] Gustavo Heide v Alex Rybakov [424] | 6-3,6-4 | |
| Challenger Palmas del Mar | 06/13 23:10 | 25 | [423] Gustavo Heide v Tristan Schoolkate [330] | 7-6,6-3 | |
| Challenger Palmas del Mar | 06/12 15:00 | 19 | [366] Marius Copil v Gustavo Heide [423] | 3-6,4-6 | |
| Challenger Palmas del Mar | 06/11 17:15 | 14 | [157] Jisung Nam v Gustavo Heide [442] | 4-6,4-6 | |
| Challenger Tyler | 06/06 16:35 | 25 | [442] Gustavo Heide v Alexis Galarneau [259] | 4-6,2-6 |