Jenson Brooksby and Flavio Cobolli have met 2 times, and the head-to-head is level at 1–1. Most recently Cobolli won 5-7, 6-3, 6-4, 2-6, 7-6(3) in the second round at U.S. Open - New York on August 28, 2025. By surface: hard 0–1, clay 1–0. Brooksby is ranked No. 77, Cobolli No. 7.

Every meeting

From the match records held by our data provider, main tour, Challenger and ITF levels included. Walkovers are not counted as meetings.