Stadium: C Round: 25 Ground: Hardcourt outdoor
| 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 | Hiltzik, Aron 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 | Johnson, Hunter v Oliver Crawford | 3-6,0-6 |
| ITF USA F15 Qual | 2018/06/16 15:30 | Johnson, Yates v Oliver Crawford | 6-7,3-6 |
| ITF USA F28 | 2018/10/15 14:35 | Marson, Guido v Chang, Jonathan | 4-6,2-6 |
| ITF USA F28 | 2018/10/14 15:00 | Vedri Asensi, Alejandro v Chang, Jonathan | 2-6,1-6 |
| ITF USA F28 | 2018/10/13 17:30 | Sorbo, Jonathan v Chang, Jonathan | 0-6,2-6 |
| ITF USA F27 | 2018/10/10 19:00 | Chang, Jonathan v Ryan Peniston | 0-6,4-6 |
| ITF USA F27 | 2018/10/08 16:50 | Tim Ruehl v Chang, Jonathan | 1-6,6-7 |
| USA F26, Singles Qualifying | 2018/09/23 17:00 | Chang, Jonathan v Kelly, Robert | 2-6,2-6 |
| USA F26, Singles Qualifying | 2018/09/22 16:30 | Chang, Jonathan v Sorbo, Jonathan | 6-2,6-1 |
| Challenger Columbus | 2018/09/15 17:00 | Rodriguez-Pace, Ricardo v Chang, Jonathan | 6-4,6-7,6-2 |