Stadium: Court 1 - CC Round: 26 Ground: Hardcourt outdoor
| ITF USA F28 | 2018/10/17 14:30 | Oliver Crawford v Jonathan Chang | 6-1,6-2 |
| Challenger Binghamton Qual | 2018/07/22 14:45 | Karue Sell v Oliver Crawford | 7-6,6-3 |
| Challenger Binghamton Qual | 2018/07/21 18:30 | Oliver Crawford v Yshai Oliel | 6-3,6-3 |
| Challenger Winnetka Qual | 2018/07/08 15:00 | Oliver Crawford v Alexander Ritschard | 4-6,2-6 |
| Challenger Winnetka Qual | 2018/07/07 17:30 | Aron Hiltzik v Oliver Crawford | 6-4,1-6,3-6 |
| ITF USA F15 | 2018/06/19 14:00 | Tommy Paul v Oliver Crawford | 6-2,6-4 |
| ITF USA F15 Qual | 2018/06/18 15:10 | Ezekiel Clark v Oliver Crawford | 4-6,2-6 |
| ITF USA F15 Qual | 2018/06/17 14:00 | Hunter Johnson v Oliver Crawford | 3-6,0-6 |
| ITF USA F28 | 2018/10/17 14:30 | Bernardo Saraiva v Ronnie Schneider | 1-6,7-5,1-6 |
| ITF USA F27 | 2018/10/14 16:00 | Ronnie Schneider v Jared Hiltzik | 4-6,7-6,5-7 |
| ITF USA F27 | 2018/10/13 16:00 | Ronnie Schneider v Ryan Peniston | 6-1,1-6,6-3 |
| ITF USA F27 | 2018/10/12 16:00 | Ronnie Schneider v Evan Zhu | 6-1,7-6 |
| ITF USA F27 | 2018/10/11 15:00 | Ronnie Schneider v Stephan Gerritsen | 6-4,6-1 |
| ITF USA F27 | 2018/10/10 15:00 | Ronnie Schneider v Aron Hiltzik | 6-4,7-6 |
| Challenger Stockton | 2018/09/29 17:00 | Ronnie Schneider v Pablo Vivero Gonzalez | 4-6,6-4,3-6 |
| ITF USA F26 | 2018/09/27 17:00 | Ronnie Schneider v Maxime Cressy | 2-6,1-6 |