Grigor Dimitrov (Bulgaria) 1 - 2 Guido Pella (Argentina)
| Date | Tournament | Rnd | Winner | Score |
|---|---|---|---|---|
| 31 Jul 2019 |
Abierto Mexicano de Tenis
Los Cabos,
Mexico
ATP Tour 250, Hard |
R16 |
Guido Pella
(ARG  )
|
4-6 2-6 |
| 24 Mar 2017 |
Miami Open
Miami, Florida,
USA
ATP Tour Masters, Hard |
R64 |
Guido Pella
(ARG )
|
3-6 6-7(4) |
| 04 Aug 2015 |
Mubadala Citi DC Open
Washington, DC,
USA
ATP Tour 500, Hard |
R32 |
Grigor Dimitrov
(BUL  )
|
7-6(1) 6-4 |