Brenton Chambers advanced when Connor Johnson retired 6-3 3-1 in the M25 Darwin 1 q32. Brenton Chambers claimed a first win over Connor Johnson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-09-15 | M25 Cairns 1 | Q32 | hard | Connor Johnson | 6-2 0-6 10-8 |