Logan Smith defeated Nick Chappell 7-6 6-1 in the M15 Cancun 19 round of 16 on hard. The upset overturned the form book — Nick Chappell came in leading the head-to-head 1–0. Logan Smith claimed a first win over Nick Chappell in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-29 | M15 Cancun 21 | R16 | hard | Nick Chappell | 7-5 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.