Gonzalo Villanueva leads 4 to 3 over 7 singles meetings since 2022. Last meeting on 06/11/2025 at Lima 3 Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 06/11/2025 | Lima 3 Challenger | Round 2 | clay | Olivieri | 4-6 7-5 3-4 |
| 14/07/2025 | San Marino Challenger | Qualifiers | clay | Villanueva | 4-6 6-7(1) |
| 24/03/2025 | Concepcion Challenger | Round 1 | clay | Olivieri | 5-7 1-6 |
| 02/02/2025 | Rosario Challenger | Qualifying 1 | clay | Villanueva | 5-7 4-6 |
| 01/10/2024 | Buenos Aires Challenger | Round 1 | clay | Villanueva | 6-7(5) 4-6 |
| 13/09/2023 | Santa Cruz de la Sierra Challenger | Round 2 | clay | Olivieri | 4-6 6-3 1-6 |
| 06/01/2022 | Buenos Aires Challenger | Round 2 | clay | Villanueva | 4-6 1-6 |
| clay | Villanueva 4 - 3 Olivieri |
| 2025 | Villanueva 2 - 2 Olivieri |
| 2024 | Villanueva 1 - 0 Olivieri |
| 2023 | Villanueva 0 - 1 Olivieri |
| 2022 | Villanueva 1 - 0 Olivieri |
222 wins, 185 losses since 2021 (54.5%).
Last matches: D V V V D
169 wins, 161 losses since 2021 (51.2%).
Last matches: D D V D V
Gonzalo Villanueva leads 4 to 3 over 7 singles meetings since 2022.
On 06/11/2025, at Lima 3 Challenger (Round 2): Genaro Alberto Olivieri won 4-6 7-5 3-4.