Donald Young advanced when Denis Istomin retired 5-7 6-4 6-4 4-2 in the Wimbledon round of 128. Donald Young narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-08-23 | Winston-Salem | R64 | hard | Denis Istomin | 6-3 6-3 |
| 2014-07-28 | Washington | R16 | hard | Donald Young | 6-3 3-6 6-3 |
| 2011-03-23 | Miami Masters | R128 | hard | Denis Istomin | 6-4 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.