| Davis Cup | 03/07 21:40 | 45 | Santiago Giraldo v Leonardo Mayer | Cancelled | |
| Davis Cup | 03/06 22:25 | 45 | [292] Santiago Giraldo v Juan Ignacio Londero [62] | 7-6,3-6,2-6 | |
| Challenger Morelos | 02/21 01:40 | 26 | [442] Aziz Dougaz v Santiago Giraldo [276] | 7-5,6-4 | |
| Challenger Morelos | 02/19 21:30 | 25 | Manuel Sanchez v Santiago Giraldo | 5-7,4-6 | |
| Challenger Bangkok 2 | 01/21 05:45 | 25 | [170] Denis Istomin v Santiago Giraldo [277] | 6-3,7-6 | |
| Challenger Bangkok 2 | 01/20 06:10 | 24 | [277] Santiago Giraldo v Goncalo Oliveira [273] | Retired | |
| Challenger Bangkok | 01/15 04:50 | 26 | [306] Andrea Arnaboldi v Santiago Giraldo [278] | 4-6,7-6,6-4 | |
| Challenger Bangkok | 01/14 03:00 | 25 | [497] Sidharth Rawat v Santiago Giraldo [278] | 6-3,6-7,4-6 | |
| Davis Cup | 11/18 15:00 | 1 | [158] Steve Darcis v Santiago Giraldo [277] | 6-3,6-2 | |
| Challenger Cassis | 09/05 12:25 | 26 | [232] Santiago Giraldo v Dmitry Popko [236] | Retired | |
| Challenger Cassis | 09/04 15:00 | 25 | [103] Malek Jaziri v Santiago Giraldo [232] | Retired | |
| Challenger Cassis | 09/02 08:30 | 24 | Santiago Giraldo v Vivien Cabos | 6-4,6-2 | |
| US Open | 08/27 15:00 | 23 | [75] Alexander Bublik v Santiago Giraldo [232] | 2-6,6-0,7-5,3-6,6-4 | |
| US Open | 08/23 15:00 | 46 | [218] Mirza Basic v Santiago Giraldo [231] | 6-7,4-6 | |
| US Open | 08/21 19:50 | 45 | [231] Santiago Giraldo v Mischa Zverev [292] | 7-5,6-3 | |
| US Open | 08/19 20:45 | 44 | [180] Roberto Marcora v Santiago Giraldo [231] | 4-6,3-6 | |
| Challenger San Benedetto | 07/18 12:55 | 26 | [236] Santiago Giraldo v Andrea Arnaboldi [219] | 6-4,3-6,6-7 | |
| Challenger San Benedetto | 07/16 14:50 | 25 | [236] Santiago Giraldo v Juan P Varillas [338] | 6-4,6-2 | |
| Challenger Perugia | 07/08 12:25 | 24 | [252] Tristan Lamasine v Santiago Giraldo [240] | 7-5,6-7,7-6 | |
| Challenger Ludwigshafen | 07/03 12:45 | 25 | [240] Santiago Giraldo v Stefano Travaglia [102] | 1-6,6-7 | |
| Challenger Ludwigshafen | 07/02 09:00 | 24 | [289] Benjamin Bonzi v Santiago Giraldo [240] | Retired | |
| Wimbledon | 06/24 12:40 | 44 | [243] Santiago Giraldo v Oscar Otte [153] | 3-6,5-7 | |
| Challenger Almaty | 06/06 06:00 | 26 | [211] Santiago Giraldo v Lorenzo Giustino [159] | 1-6,3-6 | |
| Challenger Almaty | 06/04 09:40 | 25 | [211] Santiago Giraldo v Tung-Lin Wu [272] | 2-6,6-3,6-2 | |
| French Open | 05/23 14:30 | 46 | [177] Rudolf Molleker v Santiago Giraldo [213] | 4-6,6-4,6-4 | |
| French Open | 05/22 10:40 | 45 | [213] Santiago Giraldo v Gianluca Mager [143] | Retired | |
| French Open | 05/20 12:45 | 44 | [193] Aleksandr Nedovyesov v Santiago Giraldo [213] | 6-3,4-6,3-6 | |
| Challenger Tallahassee | 04/23 18:10 | 25 | [202] Santiago Giraldo v Sumit Nagal [344] | Retired | |
| Challenger Sarasota | 04/17 15:35 | 25 | [119] Henri Laaksonen v Santiago Giraldo [206] | 6-4,6-4 | |
| Challenger Sarasota | 04/16 15:40 | 24 | [206] Santiago Giraldo v Thai-Son Kwiatkowski [259] | 5-7,6-1,6-4 |