| ATP Houston | 04/12 01:35 | 26 | [224] Santiago Giraldo v Jordan Thompson [67] | 6-4,6-7,5-7 | |
| ATP Houston | 04/09 20:55 | 25 | [224] Santiago Giraldo v Bradley Klahn [93] | 6-4,6-4 | |
| ATP Houston | 04/07 15:00 | 164 | [150] Christopher Eubanks v Santiago Giraldo [230] | 4-6,4-6 | |
| ATP Houston | 04/06 19:00 | 64 | [230] Santiago Giraldo v James Ward [180] | 6-4,6-4 | |
| Challenger Monterrey | 04/04 23:05 | 26 | [217] Donald Young v Santiago Giraldo [230] | 6-3,6-4 | |
| Challenger Monterrey | 04/03 19:20 | 25 | [230] Santiago Giraldo v Roberto Quiroz [176] | 3-6,7-5,7-6 | |
| Challenger Monterrey | 04/01 22:50 | 24 | [282] Roberto Cid Subervi v Santiago Giraldo [230] | 6-7,3-6 | |
| Challenger Indian Wells | 02/28 19:50 | 26 | [105] Daniel Evans v Santiago Giraldo [243] | 6-1,6-2 | |
| Challenger Indian Wells | 02/27 20:20 | 25 | [243] Santiago Giraldo v Jared Donaldson [129] | 6-2,2-6,6-4 | |
| Challenger Indian Wells | 02/25 23:30 | 24 | [243] Santiago Giraldo v Dennis Novikov [359] | 7-5,5-7,6-2 | |
| Challenger Morelos | 02/21 19:10 | 26 | [248] Santiago Giraldo v Steven Diez [311] | 6-3,1-6,1-6 | |
| Challenger Morelos | 02/20 02:00 | 25 | [248] Santiago Giraldo v Michael Redlicki [351] | 6-4,7-5 | |
| Davis Cup | 02/02 20:20 | - | Santiago Giraldo v Mikael Ymer | Cancelled | |
| Davis Cup | 02/01 21:00 | - | [251] Santiago Giraldo v Elias Ymer [116] | 6-2,6-4 | |
| Challenger Newport Beach | 01/22 19:20 | 25 | [120] Jason Jung v Santiago Giraldo [253] | 7-6,7-6 | |
| Challenger Newport Beach | 01/21 20:30 | 24 | [253] Santiago Giraldo v Roberto Marcora [286] | 6-3,7-6 | |
| Challenger Columbus | 01/10 16:00 | 26 | [254] Santiago Giraldo v Scott Griekspoor [288] | 1-6,4-6 | |
| Challenger Columbus | 01/09 16:00 | 25 | [254] Santiago Giraldo v Evan King [304] | 6-4,6-4 | |
| Challenger Guayaquil | 11/03 01:00 | 28 | [97] Guido Andreozzi v Santiago Giraldo [312] | 6-4,7-6 | |
| Challenger Guayaquil | 11/02 01:10 | 27 | [119] Juan Ignacio Londero v Santiago Giraldo [312] | 7-5,6-7,6-7 | |
| Challenger Guayaquil | 10/31 16:00 | 26 | [312] Santiago Giraldo v Miljan Zekic [267] | 7-5,7-5 | |
| Challenger Guayaquil | 10/29 19:15 | 25 | [312] Santiago Giraldo v Joao Domingues [222] | 7-5,6-3 | |
| Challenger Lima | 10/22 20:20 | 25 | [115] Thiago Monteiro v Santiago Giraldo [310] | 1-6,6-2,7-5 | |
| Challenger Santo Domingo | 10/11 14:00 | 26 | [326] Santiago Giraldo v Carlos Berlocq [138] | 6-7,6-7 | |
| Challenger Santo Domingo | 10/10 02:20 | 25 | [65] Pablo Cuevas v Santiago Giraldo [326] | 6-7,6-2,3-6 | |
| Challenger Monterrey | 10/06 19:00 | 28 | [137] Ivo Karlovic v Santiago Giraldo [412] | 6-7,6-4,7-6 | |
| Challenger Monterrey | 10/05 20:00 | 27 | [152] Gerald Melzer v Santiago Giraldo [412] | 7-6,5-7,3-6 | |
| Challenger Monterrey | 10/03 22:20 | 26 | [412] Santiago Giraldo v Gonzalo Escobar [441] | 4-6,6-2,6-4 | |
| Challenger Monterrey | 10/02 18:00 | 25 | Pavel Krainik v Santiago Giraldo | 4-6,4-6 | |
| Davis Cup | 09/14 14:00 | 26 | [14] Diego Schwartzman v Santiago Giraldo [410] | 6-3,6-1,6-7,6-1 |