Djokovic has won all 26 sets they have played.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Swiss Indoors Basel
|
1/16 | Daniil Medvedev |
3-6
5-7 |
| 2018 |
Intrum Stockholm Open
|
1/16 | Elias Ymer |
4-6
7-5 7-5 |
| 2018 |
Shanghai Rolex Masters
|
1/32 | Jeremy Chardy |
3-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
Open De Limoges
|
Semi Finals | Ekaterina Alexandrova |
6-4
7-5 |
| 2018 |
Open De Limoges
|
Quarter Finals | Vera Zvonareva |
2-6
7-6 4-6 |
| 2018 |
Open De Limoges
|
1/8 | Vera Zvonareva |
6-3
6-2 |
| 2018 |
Open De Limoges
|
1/16 | Vera Zvonareva |
4-6
3-6 |
| 2018 |
VTB Kremlin Cup
|
Quarter Finals | Anastasija Sevastova |
4-6
7-5 6-3 |
| 2018 |
VTB Kremlin Cup
|
1/8 | Vera Zvonareva |
6-1
6-2 |
| 2018 |
VTB Kremlin Cup
|
1/16 | Vera Zvonareva |
3-6
3-6 |
| 2018 |
VTB Kremlin Cup, Qualification
|
Quarter Finals | Vera Zvonareva |
6-4
6-4 |
| 2018 |
VTB Kremlin Cup, Qualification
|
1/16 | Vera Zvonareva |
6-4
1-6 2-6 |
