Stadium: I Round: 26 Ground: Hardcourt outdoor
| Challenger Chicago | 2018/09/05 18:35 | Vasek Pospisil v Donald Young | 2-6,2-6 |
| US Open | 2018/08/28 00:50 | Juan Martin Del Potro v Donald Young | 6-0,6-3,6-4 |
| US Open | 2018/08/24 15:00 | Peter Polansky v Donald Young | 5-7,6-1,3-6 |
| US Open | 2018/08/23 15:00 | Donald Young v Simone Bolelli | 0-6,6-4,6-2 |
| US Open | 2018/08/21 22:55 | Mats Moraing v Donald Young | 2-6,6-7 |
| ATP Washington | 2018/08/02 00:20 | Donald Young v Kei Nishikori | 3-6,4-6 |
| ATP Washington | 2018/07/31 23:00 | Stan Wawrinka v Donald Young | 4-6,7-6,6-7 |
| ATP Washington Qual | 2018/07/28 15:10 | Danny Thomas v Donald Young | 6-7,6-4,2-6 |
| Challenger Chicago | 2018/09/04 15:00 | John-Patrick Smith v Roberto Cid Subervi | 2-6,6-1,6-4 |
| US Open | 2018/08/21 19:10 | Hubert Hurkacz v John-Patrick Smith | 6-3,6-2 |
| ATP Atlanta Qual | 2018/07/21 16:20 | Denis Kudla v John-Patrick Smith | 3-6,7-6,6-3 |
| ATP Newport Qual | 2018/07/16 17:15 | John-Patrick Smith v Victor Estrella Burgos | 6-3,5-7,5-7 |
| ATP Newport Qual | 2018/07/15 17:50 | Marcelo Arevalo v John-Patrick Smith | 1-6,7-6,5-7 |
| Wimbledon | 2018/07/02 14:45 | John-Patrick Smith v Andreas Seppi | 2-6,4-6,1-6 |
| Wimbledon Qual | 2018/06/28 10:00 | John-Patrick Smith v Michael Mmoh | 6-2,6-4,6-3 |
| Wimbledon Qual | 2018/06/26 17:00 | Marcel Granollers v John-Patrick Smith | 3-6,4-6 |