Head to Head includes singles and doubles results.
| 01/14/24 | John Edward Santiago over Calvin McFarland | 6-0; 6-1 | |
| 12/22/23 | John Edward Santiago over Calvin McFarland | 6-3; 6-2 | |
| 11/19/23 | John Edward Santiago over Calvin McFarland | 6-1; 6-3 | |
| 11/04/23 | John Edward Santiago over Calvin McFarland | 6-2; 6-2 | |
| 09/10/23 | John Edward Santiago over Calvin McFarland | 7-6; 6-1 | |
| 08/27/23 | John Edward Santiago over Calvin McFarland | 6-3; 6-0 | |
| 07/03/23 | John Edward Santiago over Calvin McFarland | 6-3; 6-4 | |
| 06/13/23 | John Edward Santiago over Calvin McFarland | 6-0; 6-1 | |
| 04/16/23 | Calvin McFarland over John Edward Santiago | 6-7; 6-4 Ret. |
