The No. 1-ranked Serb never faced a break point in his first match in the Italian capital.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
Roland Garros, Qualification WTA
|
1/48 (Special Qual) | Kristina Kucova |
0-6
0-2 |
| 2016 |
Miami Open
|
1/64 | Heather Watson |
1-6
0-6 |
| 2016 |
Indian Wells Masters
|
1/64 | Denisa Allertova |
6-0
6-1 |
| 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 |
