Stadium: Court 3 Round: 26
| Challenger Vancouver | 2018/08/11 18:20 | Thai-Son Kwiatkowski v Henry Craig | 6-4,6-1 |
| Challenger Aptos | 2018/08/04 20:10 | Henry Craig v Marcos Giron | 7-6,3-6,3-6 |
| Challenger Aptos | 2018/08/04 16:00 | Henry Craig v Jacob Grills | 6-2,2-6,6-1 |
| ITF USA F19 | 2018/07/05 14:00 | Matic Spec v Henry Craig | 6-3,6-3 |
| ITF USA F19 | 2018/07/04 14:50 | Jake Van Emburgh v Henry Craig | 2-6,0-6 |
| ITF USA F17 | 2018/06/28 15:00 | Henry Craig v Sam Riffice | 4-6,6-2,2-6 |
| ITF USA F17 | 2018/06/26 19:55 | Henry Craig v Nicolas Meister | 7-6,6-4 |
| ITF USA F15 | 2018/06/23 14:00 | Tommy Paul v Henry Craig | 6-7,6-2,6-4 |
| Challenger Winnetka Qual | 2018/07/08 15:00 | Peter Kobelt v Guy Orly Iradukunda | 3-6,4-6 |
| Challenger Winnetka Qual | 2018/07/07 16:30 | Peter Kobelt v Felix Corwin | 6-3,6-2 |
| ITF Israel F8 | 2018/06/09 09:05 | Yannick Jankovits v Peter Kobelt | 6-3,6-2 |
| ITF Israel F8 | 2018/06/08 07:30 | Peter Kobelt v Edan Leshem | 6-3,6-4 |
| ITF Israel F8 | 2018/06/07 09:25 | Peter Kobelt v Ben Patael | 6-4,6-4 |
| ITF Israel F8 | 2018/06/06 07:00 | Peter Kobelt v Luke Johnson | 6-1,6-4 |
| ITF Israel F8 | 2018/06/04 09:55 | Peter Kobelt v Ofek Amoyal | 6-1,6-3 |
| Challenger Loughborough Qual | 2018/05/19 15:10 | Emil Ruusuvuori v Peter Kobelt | 6-1,6-7,7-6 |