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By surface
| Surface | Christian Hubscher | Connor Smillie |
|---|
| Hard |
3 |
0 |
| Clay |
1 |
1 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2025-05-26 |
WTA |
Roland Garros |
Round of 32 |
Clay |
Madison Keys |
6-4 |
3-6 |
5-7 |
|
|
| 2022-01-17 |
WTA |
Australian Open |
Round of 128 |
Hard |
Madison Keys |
6-72 |
5-7 |
|
|
|
| 2019-08-26 |
WTA |
US Open |
Round of 32 |
Hard |
Madison Keys |
3-6 |
5-7 |
|
|
|
| 2019-08-12 |
WTA |
Cincinnati |
Semifinal |
Hard |
Madison Keys |
5-7 |
4-6 |
|
|
|
| 2019-05-13 |
WTA |
Rome |
Round of 32 |
Clay |
Sofia Kenin |
7-62 |
3-6 |
4-6 |
|
|