The No. 1-ranked Serb never faced a break point in his first match in the Italian capital.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2014 |
Roland Garros WTA
|
1/64 | CoCo Vandeweghe |
6-7
2-6 |
| 2014 |
Nurnberger Versicherungscup
|
1/16 | Elina Svitolina |
7-5
6-4 |
| 2014 |
Sony Open Tennis
United States, Florida, Miami |
Championship | Alisa Kleybanova |
6-7
1-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Phillip Island Trophy
|
1/32 | Marie Bouzkova |
3-6
5-0 |
| 2021 |
Australian Open WTA
|
1/64 | Ashleigh Barty |
6-0
6-0 |
