By surface
| Surface | Connor Smillie | Sidney Yap |
|---|---|---|
| Hard | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2024-08-05 | WTA | Toronto | Round of 64 | Hard | Yafan Wang | 5-7 | 6-73 | |||
| 2019-03-04 | WTA | Indian Wells | Round of 128 | Hard | Sofia Kenin | 6-1 | 5-7 | 4-6 | ||
| 2019-02-25 | WTA | Acapulco | Final | Hard | Yafan Wang | 6-2 | 3-6 | 5-7 |