The No. 1-ranked Serb never faced a break point in his first match in the Italian capital.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2015 |
Family Circle Cup
|
1/8 | Danka Kovinic |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
US Open WTA
|
1/64 | Petra Kvitova |
7-5
7-5 |
| 2017 |
Citi Open
|
1/16 | Oceane Dodin |
6-4
3-6 0-2 |
| 2017 |
NanChang Open
|
1/8 | Jing-Jing Lu |
2-6
6-1 6-2 |
| 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 |
| 2021 |
Gippsland Trophy
|
1/16 | Jelena Ostapenko |
6-4
7-5 |
| 2021 |
Gippsland Trophy
|
1/32 | Danka Kovinic |
6-3
6-3 |
