Gastão Elias Olivieri of Argentina enters the Chisinau semi-finals as the 226-ranked home player, riding a three-match winning streak that includes victories over Lorenzo Nardi, Elias Ymer, and Aleksandar Nedic. The hard court at Chisinau has treated Olivieri well in this tournament run, though he faced defeats to Tristan Faurel and Sumit Nagal earlier in his recent matches. With no prior head-to-head record against Sakellaridis, Olivieri will look to maintain his current momentum in this semifinal encounter. Pinnacle's decimal odds of 2.79 reflect his underdog status against his Greek opponent.

Stefanos Sakellaridis of Greece arrives at the Chisinau semi-finals ranked 197, coming off a strong victory against Sumit Nagal and an impressive upset win over Federico Agustín Gómez in straight sets. The Greek player has shown resilience on hard courts despite recent setbacks against Marco Cecchinato and Gustav Heide, demonstrating the competitive level required at this stage. Sakellaridis and Olivieri have never faced each other competitively, making this their first H2H encounter in the semifinal round. At Pinnacle odds of 1.48, Sakellaridis is favored to advance to the final.