Multiple upsets leave plenty of players with an opportunity for a career-best showing.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
St. Petersburg Open
|
1/16 | Matteo Berrettini |
6-7
6-2 3-6 |
| 2018 |
Winston-Salem Open
|
1/16 | Hyeon Chung |
7-6
6-2 |
| 2018 |
Winston-Salem Open
|
1/32 | Guillermo Garcia-Lopez |
6-7
4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
US Open WTA
|
1/64 | Petra Kvitova |
6-1
6-4 |
| 2018 |
Rogers Cup, Qualification
|
1/24 (Special Qual) | Caroline Dolehide |
6-3
6-4 |
| 2018 |
Wimbledon WTA
|
1/16 | Donna Vekic |
6-7
1-6 |
| 2018 |
Wimbledon WTA
|
1/32 | Yanina Wickmayer |
4-6
3-6 |
| 2018 |
Wimbledon WTA
|
1/64 | Yanina Wickmayer |
5-7
4-6 |
