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By surface
| Surface | Justin Lenders | Paul O'Donoghue |
| Hard |
4 |
4 |
| Grass |
0 |
2 |
All meetings (10)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2022-03-07 |
WTA |
Indian Wells |
Round of 32 |
Hard |
Angelique Kerber |
2-6 |
1-6 |
|
|
|
| 2021-10-06 |
WTA |
Indian Wells |
Round of 32 |
Hard |
Angelique Kerber |
2-6 |
6-1 |
4-6 |
|
|
| 2019-08-05 |
WTA |
Toronto |
Round of 64 |
Hard |
Daria Kasatkina |
6-0 |
2-6 |
4-6 |
|
|
| 2018-07-02 |
WTA |
Wimbledon |
Quarterfinal |
Grass |
Angelique Kerber |
3-6 |
5-7 |
|
|
|
| 2018-06-25 |
WTA |
Eastbourne |
Quarterfinal |
Grass |
Angelique Kerber |
1-6 |
7-63 |
6-73 |
|
|
| 2018-03-05 |
WTA |
Indian Wells |
Quarterfinal |
Hard |
Daria Kasatkina |
0-6 |
2-6 |
|
|
|
| 2017-09-18 |
WTA |
Tokyo |
Round of 16 |
Hard |
Angelique Kerber |
6-75 |
3-6 |
|
|
|
| 2017-02-13 |
WTA |
Doha |
Round of 16 |
Hard |
Daria Kasatkina |
4-6 |
6-0 |
4-6 |
|
|
| 2017-01-09 |
WTA |
Sydney |
Round of 16 |
Hard |
Daria Kasatkina |
6-75 |
2-6 |
|
|
|
| 2016-07-25 |
WTA |
Montreal |
Quarterfinal |
Hard |
Angelique Kerber |
2-6 |
2-6 |
|
|
|