Connor Johnson defeated Brenton Chambers 6-2 0-6 10-8 in the M25 Cairns 1 q32 on hard. The upset overturned the form book — Brenton Chambers came in leading the head-to-head 1–0. Connor Johnson claimed a first win over Brenton Chambers in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-09-21 | M25 Darwin 1 | Q32 | hard | Brenton Chambers | 6-3 3-1 |