After taking daughter Olympia to the zoo, Serena edged Osaka in a friendly contest Friday.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
Monterrey Open
|
1/16 | Monica Puig |
0-6
3-6 |
| 2014 |
Pattaya Open, Qualification
|
1/8 | Olga Savchuk |
6-4
4-6 5-7 |
| 2014 |
Australian Open, Qualification WTA
|
1/48 (Special Qual) | Alexandra Dulgheru |
6-3
3-6 6-0 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Serbia Open
|
1/16 | Filip Krajinovic |
7-5
5-7 6-3 |
| 2021 |
Monte Carlo Masters
|
1/8 | Fabio Fognini |
6-2
7-6 |
| 2021 |
Monte Carlo Masters
|
1/16 | Filip Krajinovic |
6-0
6-3 |
| 2021 |
Monte Carlo Masters
|
1/32 | Filip Krajinovic |
6-1
2-0 |
| 2021 |
Dubai Tennis Championships
|
1/8 | Lloyd Harris |
7-6
6-4 |
| 2021 |
Dubai Tennis Championships
|
1/16 | Filip Krajinovic |
5-7
4-6 |
