By surface
| Surface | Leylah Fernandez | Connor Smillie |
|---|---|---|
| Hard | 0 | 2 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2023-09-18 | WTA | Guadalajara | Quarterfinal | Hard | Sofia Kenin | 4-6 | 7-66 | 1-6 | ||
| 2020-08-31 | WTA | US Open | Round of 64 | Hard | Sofia Kenin | 4-6 | 3-6 |