Head to Head includes singles and doubles results.
| 09/21/22 | Yuri Krainov over Doug Oldiges | 10-5 | |
| 05/08/19 | Yuri Krainov over Doug Oldiges | 6-2; 6-4 | |
| 04/24/19 | Yuri Krainov over Doug Oldiges | 6-7; 6-1; 6-1 | |
| 06/30/18 | Yuri Krainov over Doug Oldiges | 2-6; 6-0; 6-1 | |
| 05/22/16 | Yuri Krainov over Doug Oldiges | 6-2; 3-6; 6-4 | |
| 06/28/15 | Doug Oldiges over Yuri Krainov | 7-6; 6-3 |
