World: Davis Cup - World Group - Singles - Qualification |
| | Giraldo S. | Mayer L. | CAN. | details | 07.03.2020 |
| | Giraldo S. | Londero J. I. | 1:2 (7:66, 3:6, 2:6) | details | 06.03.2020 |
Mexico: Morelos - Singles - Main |
| 1/8-finals | Dougaz A. | Giraldo S. | 2:0 (7:5, 6:4) | details | 21.02.2020 |
| 1/16-finals | Sanchez M. | Giraldo S. | 0:2 (5:7, 4:6) | details | 19.02.2020 |
Thailand: Bangkok 2 - Singles - Main |
| 1/16-finals | Istomin D. | Giraldo S. | 2:0 (6:3, 7:67) | details | 21.01.2020 |
| 1/32-finals | Giraldo S. | Oliveira G. | 1:0 RET. (6:0, 4:1) | details | 20.01.2020 |
Thailand: Bangkok - Singles - Main |
| 1/8-finals | Arnaboldi A. | Giraldo S. | 2:1 (4:6, 7:62, 6:4) | details | 15.01.2020 |
| 1/16-finals | Rawat S. | Giraldo S. | 1:2 (6:3, 65:7, 4:6) | details | 14.01.2020 |
World: Davis Cup - World Group - Singles - Main |
| | Darcis S. | Giraldo S. | 2:0 (6:3, 6:2) | details | 18.11.2019 |
Turkey: Istanbul - Singles - Main |
| 1/16-finals | Grenier H. | Giraldo S. | CAN. | details | 11.09.2019 |
France: Cassis - Singles - Main |
| 1/8-finals | Giraldo S. | Popko D. | 0:0 RET. (1:4) | details | 05.09.2019 |
| 1/16-finals | Jaziri M. | Giraldo S. | 0:0 RET. (0:2) | details | 04.09.2019 |
| 1/32-finals | Giraldo S. | Cabos V. | 2:0 (6:4, 6:2) | details | 02.09.2019 |
USA: US Open - Singles - Main |
| 1/64-finals | Bublik A. | Giraldo S. | 3:2 (2:6, 6:0, 7:5, 3:6, 6:4) | details | 27.08.2019 |
USA: US Open - Singles - Qualification |
| Final | Basic M. | Giraldo S. | 0:2 (65:7, 4:6) | details | 23.08.2019 |
| Semi-finals | Giraldo S. | Zverev M. | 2:0 (7:5, 6:3) | details | 21.08.2019 |
| Quarter-finals | Marcora R. | Giraldo S. | 0:2 (4:6, 3:6) | details | 19.08.2019 |
Italy: San Benedetto - Singles - Main |
| 1/8-finals | Giraldo S. | Arnaboldi A. | 1:2 (6:4, 3:6, 63:7) | details | 18.07.2019 |
| 1/16-finals | Giraldo S. | Varillas J. P. | 2:0 (6:4, 6:2) | details | 16.07.2019 |
Italy: Perugia - Singles - Main |
| 1/32-finals | Lamasine T. | Giraldo S. | 2:1 (7:5, 63:7, 7:64) | details | 08.07.2019 |
Germany: Ludwigshafen - Singles - Main |
| 1/16-finals | Giraldo S. | Travaglia S. | 0:2 (1:6, 66:7) | details | 03.07.2019 |
| 1/32-finals | Bonzi B. | Giraldo S. | 1:1 RET. (7:65, 3:6, 0:3) | details | 02.07.2019 |
United Kingdom: Wimbledon - Singles - Qualification |
| Quarter-finals | Giraldo S. | Otte O. | 0:2 (3:6, 5:7) | details | 24.06.2019 |
Kazakhstan: Almaty - Singles - Main |
| 1/8-finals | Giraldo S. | Giustino L. | 0:2 (1:6, 3:6) | details | 06.06.2019 |
| 1/16-finals | Giraldo S. | Wu Tung-Lin | 2:1 (2:6, 6:3, 6:2) | details | 04.06.2019 |
France: French Open - Singles - Qualification |
| Final | Molleker R. | Giraldo S. | 2:1 (4:6, 6:4, 6:4) | details | 23.05.2019 |
| Semi-finals | Giraldo S. | Mager G. | 1:1 RET. (4:6, 7:64, 3:0) | details | 22.05.2019 |
| Quarter-finals | Nedovyesov A. | Giraldo S. | 1:2 (6:3, 4:6, 3:6) | details | 20.05.2019 |
USA: Tallahassee - Singles - Main |
| 1/16-finals | Giraldo S. | Nagal S. | 0:1 RET. (2:6, 3:4) | details | 23.04.2019 |
USA: Sarasota - Singles - Main |
| 1/16-finals | Laaksonen H. | Giraldo S. | 2:0 (6:4, 6:4) | details | 17.04.2019 |
| 1/32-finals | Giraldo S. | Kwiatkowski T. S. | 2:1 (5:7, 6:1, 6:4) | details | 16.04.2019 |
USA: Houston - Singles - Main |
| 1/8-finals | Giraldo S. | Thompson J. | 1:2 (6:4, 61:7, 5:7) | details | 12.04.2019 |
| 1/16-finals | Giraldo S. | Klahn B. | 2:0 (6:4, 6:4) | details | 09.04.2019 |
USA: Houston - Singles - Qualification |
| Final | Eubanks C. | Giraldo S. | 0:2 (4:6, 4:6) | details | 08.04.2019 |
| Semi-finals | Giraldo S. | Ward J. | 2:0 (6:4, 6:4) | details | 06.04.2019 |
Mexico: Monterrey - Singles - Main |
| 1/8-finals | Young D. | Giraldo S. | 2:0 (6:3, 6:4) | details | 05.04.2019 |
| 1/16-finals | Giraldo S. | Quiroz R. | 2:1 (3:6, 7:5, 7:61) | details | 03.04.2019 |
| 1/32-finals | Cid Subervi R. | Giraldo S. | 0:2 (64:7, 3:6) | details | 02.04.2019 |
USA: Indian Wells - Singles - Main |
| 1/8-finals | Evans D. | Giraldo S. | 2:0 (6:1, 6:2) | details | 28.02.2019 |
| 1/16-finals | Giraldo S. | Donaldson J. | 2:1 (6:2, 2:6, 6:4) | details | 27.02.2019 |
| 1/32-finals | Giraldo S. | Novikov D. | 2:1 (7:5, 5:7, 6:2) | details | 26.02.2019 |
Mexico: Morelos - Singles - Main |
| 1/8-finals | Giraldo S. | Diez S. | 1:2 (6:3, 1:6, 1:6) | details | 21.02.2019 |
| 1/16-finals | Giraldo S. | Redlicki Mi. | 2:0 (6:4, 7:5) | details | 20.02.2019 |
World: Davis Cup - World Group - Singles - Qualification |
| | Giraldo S. | Ymer M. | CAN. | details | 02.02.2019 |
| | Giraldo S. | Ymer E. | 2:0 (6:2, 6:4) | details | 01.02.2019 |