Stadium: Stadium 4 Round: 25 Ground: Hardcourt outdoor
| US Open Qual | 2016/08/26 18:10 | Jared Donaldson v Santiago Giraldo | 6-2,6-2 |
| Challenger Indian Wells | 2019/02/25 23:30 | Santiago Giraldo v Dennis Novikov | 7-5,5-7,6-2 |
| Challenger Morelos | 2019/02/21 19:10 | Santiago Giraldo v Steven Diez | 6-3,1-6,1-6 |
| Challenger Morelos | 2019/02/20 02:00 | Santiago Giraldo v Michael Redlicki | 6-4,7-5 |
| Davis Kupa | 2019/02/01 21:00 | Santiago Giraldo v Elias Ymer | 6-2,6-4 |
| Challenger Newport Beach | 2019/01/22 19:20 | Jason Jung v Santiago Giraldo | 7-6,7-6 |
| Challenger Newport Beach | 2019/01/21 20:30 | Santiago Giraldo v Roberto Marcora | 6-3,7-6 |
| Challenger Columbus | 2019/01/10 16:00 | Santiago Giraldo v Scott Griekspoor | 1-6,4-6 |
| Challenger Columbus | 2019/01/09 16:00 | Santiago Giraldo v Evan King | 6-4,6-4 |
| ATP Delray Beach | 2019/02/19 16:00 | Guillermo Garcia-Lopez v Jared Donaldson | 2-6,6-3,6-3 |
| ATP Toronto | 2018/08/06 15:00 | Jared Donaldson v Benoit Paire | 3-6,4-6 |
| ATP Washington | 2018/08/01 20:30 | Stefanos Tsitsipas v Jared Donaldson | 3-6,6-3,7-5 |
| ATP Washington | 2018/07/31 20:20 | Jared Donaldson v Jordan Thompson | 6-4,7-6 |
| Wimbledon | 2018/07/04 15:10 | Stefanos Tsitsipas v Jared Donaldson | 6-3,6-2,3-6,4-6,6-3 |
| Wimbledon | 2018/07/02 15:15 | Malek Jaziri v Jared Donaldson | 6-7,3-6,1-6 |
| ATP Eastbourne | 2018/06/27 10:00 | Jared Donaldson v Denis Shapovalov | 4-6,6-4,2-6 |
| ATP Eastbourne | 2018/06/25 10:00 | Jared Donaldson v Taylor Fritz | 6-7,6-3,7-6 |