| ITF M25 - Rosario | 06/26 13:00 | 62 | Luis Britto v Cristobal Grandon Diaz | 6-2,6-4 | |
| ITF Bolivia F1 | 11/08 15:30 | 25 | Cristobal Grandon Diaz v Matias Zukas | 4-6,1-6 | |
| Challenger Santiago 2 Qual | 10/15 13:25 | 45 | Cristobal Grandon Diaz v Cristopher Kohl | Retired | |
| Challenger Meerbusch Qual | 08/13 11:30 | 45 | Sebastian Serrano v Cristobal Grandon Diaz | 2-6,6-2,6-3 | |
| ITF Tunisia F15 | 04/20 09:00 | 25 | Cristobal Grandon Diaz v Alexis Musialek | 2-6,0-6 | |
| ITF Argentina F3 | 03/13 15:30 | 62 | Luciano Betella v Cristobal Grandon Diaz | 6-3,6-2 | |
| ITF Argentina F3 | 03/12 16:30 | 62 | Cristobal Grandon Diaz v Brian Orradre | 6-4,6-1 | |
| Challenger Santiago 2 Qual | 03/05 15:55 | 45 | Pedro Sakamoto v Cristobal Grandon Diaz | 6-1,6-3 | |
| ITF Tunisia F8 | 03/01 12:30 | 25 | Cristobal Grandon Diaz v Amine Ahouda | 4-6,0-6 | |
| ITF Tunisia F7 | 02/22 11:00 | 62 | Amine Ahouda v Cristobal Grandon Diaz | 6-2,6-2 | |
| ITF Tunisia F7 | 02/21 11:00 | 62 | Davide Albertoni v Cristobal Grandon Diaz | 6-4,1-6,5-7 | |
| ITF Tunisia F6 | 02/15 08:30 | 44 | Cristobal Grandon Diaz v Franco Feitt | 3-6,6-7 | |
| ITF Tunisia F6 | 02/14 08:30 | 44 | Cheong-Eui Kim v Cristobal Grandon Diaz | 6-7,1-6 | |
| ITF Tunisia F6 | 02/13 08:00 | 44 | Cristobal Grandon Diaz v Valentin Vacherot | 6-4,6-3 | |
| ITF Tunisia F5 | 02/10 09:40 | 25 | Cristobal Grandon Diaz v Ivan Nedelko | 3-6,0-6 | |
| ITF Tunisia F5 | 02/08 09:00 | 44 | Ivan Nedelko v Cristobal Grandon Diaz | 6-1,6-4 | |
| ITF Tunisia F5 | 02/07 08:30 | 44 | Patrick Grigoriu v Cristobal Grandon Diaz | 4-6,7-6,7-6 | |
| ITF Chile F8 | 12/02 19:00 | 26 | Cristobal Grandon Diaz v Patricio Heras | 3-6,4-6 | |
| ITF Chile F8 | 12/01 14:00 | 25 | Cristobal Grandon Diaz v Andre Miele | 6-3,6-4 | |
| ITF Chile F8 | 11/29 18:00 | 54 | Cristobal Grandon Diaz v Franco Moral | 6-4,5-7,7-5 | |
| ITF Turkey F47 | 11/10 11:45 | 25 | Javier Marti v Cristobal Grandon Diaz | 6-2,6-1 | |
| ITF Turkey F44 | 11/05 07:00 | 26 | Cristobal Grandon Diaz v Tomislav Brkic | 3-6,5-7 | |
| ITF Turkey F44 | 11/03 08:10 | 25 | Gokberk Ergeneman v Cristobal Grandon Diaz | 5-7,2-6 | |
| ITF Turkey F44 | 11/02 07:30 | 62 | Cristobal Grandon Diaz v David Szintai | 6-4,6-4 | |
| ITF Egypt F30 | 09/23 10:00 | 25 | Alberto Cammarata v Cristobal Grandon Diaz | 6-0,6-1 | |
| ITF Egypt F31 | 09/16 10:10 | 25 | Cristobal Grandon Diaz v Robin Peham | 3-6,4-6 | |
| ITF Poland F3 Qual | 08/22 08:00 | 62 | Cristobal Grandon Diaz v Adam Mlazga | 4-6,3-6 | |
| ITF Poland F2 | 08/19 14:35 | 25 | Cristobal Grandon Diaz v Gianluca Mager | 7-5,2-6,5-7 | |
| ITF Poland F2 | 08/18 09:40 | 62 | Bastian Wagner v Cristobal Grandon Diaz | 4-6,6-4,6-3 | |
| ITF Poland F2 | 08/16 08:00 | 62 | Maximilian Kaiser v Cristobal Grandon Diaz | 0-6,1-6 |