Stadium: Court 5 Round: 45
| 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 F15 Qual | 2018/06/16 15:30 | Yates Johnson v Oliver Crawford | 6-7,3-6 |
| ITF USA F13 Qual | 2018/06/11 15:55 | Michael Redlicki v Oliver Crawford | 6-2,6-2 |
| ITF USA F13 Qual | 2018/06/10 14:00 | Britton Johnston v Oliver Crawford | 3-6,2-6 |
| Challenger Gatineau Qual | 2018/07/14 20:30 | Borna Gojo v Yshai Oliel | 6-3,6-2 |
| Challenger Winnipeg Qual | 2018/07/08 21:50 | Yunseong Chung v Yshai Oliel | 6-3,6-1 |
| Challenger Winnipeg Qual | 2018/07/08 16:20 | Gage Brymer v Yshai Oliel | 5-7,6-7 |
| ITF Israel F11 | 2018/06/29 07:00 | Yshai Oliel v Tigre Hank | 2-6,6-7 |
| ITF Israel F11 | 2018/06/28 08:30 | Yshai Oliel v Noah Schachter | 6-4,6-7,6-2 |
| ITF Israel F11 | 2018/06/27 06:30 | Yshai Oliel v Cameron Green | 6-4,6-7,6-3 |
| ITF Italy F12 | 2018/05/29 10:30 | Yshai Oliel v Sergio Martos Gornes | 2-6,4-6 |
| ITF Italy F12 | 2018/05/27 08:30 | Yshai Oliel v Mattia Frinzi | 6-2,6-3 |