Estadio: Court 1 - CC Round: 29 Ground: Hardcourt outdoor
| ITF EE. UU. F28 | 2018/10/20 15:35 | Denis Yevseyev v Andrew Watson | 4-6,6-4,4-6 |
| ITF EE. UU. F28 | 2018/10/19 16:40 | Nuno Borges v Andrew Watson | 6-7,6-7 |
| ITF EE. UU. F28 | 2018/10/18 15:30 | Axel Nefve v Andrew Watson | 7-5,2-6,6-7 |
| ITF EE. UU. F28 | 2018/10/17 14:30 | Andrew Watson v A.J Catanzariti | 6-1,6-3 |
| ITF EE. UU. F28 | 2018/10/15 14:00 | Andrew Watson v A.J Catanzariti | 6-4,1-6,7-5 |
| ITF EE. UU. F28 | 2018/10/14 15:00 | Andrew Watson v Joseph Corse | 6-1,6-3 |
| ITF EE. UU. F28 | 2018/10/13 15:00 | Andrew Watson v Adam Krull | 6-2,6-2 |
| ITF EE. UU. F27 | 2018/10/11 22:00 | Andrew Watson v Patrick Kypson | 3-6,3-6 |
| ITF EE. UU. F28 | 2018/10/20 14:00 | Jordi Arconada v Oliver Crawford | 4-6,0-6 |
| ITF EE. UU. F28 | 2018/10/19 15:00 | Maxime Cressy v Oliver Crawford | 4-6,6-1,3-6 |
| ITF EE. UU. F28 | 2018/10/18 17:50 | Oliver Crawford v Ronnie Schneider | 6-3,6-3 |
| ITF EE. UU. F28 | 2018/10/17 14:30 | Oliver Crawford v Jonathan Chang | 6-1,6-2 |
| Challenger de Binghamton - Clasificación | 2018/07/22 14:45 | Karue Sell v Oliver Crawford | 7-6,6-3 |
| Challenger de Binghamton - Clasificación | 2018/07/21 18:30 | Oliver Crawford v Yshai Oliel | 6-3,6-3 |
| Challenger de Winnetka - Clasificación | 2018/07/08 15:00 | Oliver Crawford v Alexander Ritschard | 4-6,2-6 |
| Challenger de Winnetka - Clasificación | 2018/07/07 17:30 | Aron Hiltzik v Oliver Crawford | 6-4,1-6,3-6 |