Head-to-Head

Overview

Karen Khachanov and Grigor Dimitrov have met 6 times since 2020. Grigor Dimitrov leads 5–1. On hard, Grigor Dimitrov leads 5–1. Their first encounter was at the 2020 Vienna (R32), won by Grigor Dimitrov. Most recently they met at the 2025 Miami Masters (R32), with Grigor Dimitrov winning.