Grigor Dimitrov and Karen Khachanov have met 5 times since 2020; Grigor Dimitrov leads 4–1. Their most recent meeting: Grigor Dimitrov won at ATP Masters 1000 Miami (2025).
Playing styles and historical archetype record
Dimitrov
🤖 Servebot
Khachanov
💥 Big Hitter
Matchup analysis
🤖 Servebot vs 💥 Big Hitter is historically tight (52% vs 48%, 8,421 matches). Neither style has a clear edge, so form, surface, and the head-to-head matter most.
5 career meetings, newest first
Mar 23, 2025
ATP Masters 1000 Miami
H Hard · Round of 32
Nov 1, 2024
ATP Masters 1000 Paris
H Hard · Quarterfinals
Oct 9, 2023
ATP Masters 1000 Shanghai
H Hard · Round of 32
Nov 3, 2021
ATP Masters 1000 Paris
H Hard · Round of 32
Oct 28, 2020
Vienna
H Hard · Round of 32
Hit rates on common betting markets · Last 90 days
| Outcome | Dimitrov | Khachanov | ||
|---|---|---|---|---|
| Outcome | Grigor Dimitrov | Karen Khachanov | ||
| 1 or more | 100% | 8/8 | 100% | 14/14 |
| 3 or more | 75% | 6/8 | 71% | 10/14 |
| 5 or more | 75% | 6/8 | 50% | 7/14 |
| 10 or more | 0% | 0/8 | 21% | 3/14 |
| 15 or more | 0% | 0/8 | 7% | 1/14 |
| 20 or more | 0% | 0/8 | 0% | 0/14 |
Hypothetical if you put 1u on each player to win every one of their matches · Last 90 days
| Metric | Dimitrov | Khachanov |
|---|---|---|
| W-L | 2–5 | 6–7 |
| Avg odds | 1.77 | 1.65 |
| ROI % | -65.6% | -40.0% |
| Units P/L | -4.59u | -5.20u |
Small sample: ROI stabilizes with more matches; fewer than 10 in the window is noisy.
Results vs. opponents both players faced · Last 12 months
Khachanov has a higher win rate against shared opponents (50% vs Dimitrov's 0%).
| Opponent | Dimitrov | Khachanov |
|---|---|---|
| Carlos Alcaraz | L 26 36 | L 76 46 36 |
| Alex Michelsen | L 75 46 46 | W 46 64 63 57 63 |
Last five matches per player
Conor Gannon
Dublin Challenger · Round of 16
Jun 17
Chris Rodesch
Dublin Challenger · Round of 32
Jun 16
Kyrian Jacquet
Dublin Challenger · Quarterfinals
Jun 14
Jaime Faria
Roland Garros · 1st Round Qualifying
May 24
Martin Damm
BNP Paribas Primrose Bordeaux · Round of 32
May 7
Pol Martin Tiffon
Open Aix Provence Crédit Agricole · Round of 32
Apr 29
Adolfo Daniel Vallejo
Mutua Madrid Open · Round of 128
Apr 23
Tomas Martin Etcheverry
Rolex Monte-Carlo Masters · Round of 64
Apr 6
Ethan Quinn
Terra Wortmann Open · Round of 32
Jun 16
Jesper de Jong
Roland Garros · Round of 32
May 29
Marco Trungelliti
Roland Garros · Round of 64
May 27
Arthur Gea
Roland Garros · Round of 128
May 26
Ugo Humbert
Bitpanda Hamburg Open · Round of 16
May 13
Casper Ruud
Internazionali BNL d'Italia · Quarterfinals
May 13
Dino Prizmic
Internazionali BNL d'Italia · Round of 16
May 12
Botic van de Zandschulp
Internazionali BNL d'Italia · Round of 32
May 10
Cumulative head-to-head lead over time
Matches, sets and games won · Last 12 months · 20–49 matches
| Metric | Dimitrov | Khachanov |
|---|---|---|
| Matches won | 40% | 55% |
| Sets won | 46% | 55% |
| Games won | 50% | 52% |
Head-to-head record by tournament tier
| Stage | Dimitrov | Khachanov |
|---|---|---|
| ATP 500 | 1 | 0 |
| ATP Masters 1000 | 3 | 1 |
Head-to-head record per surface
| Surface | Dimitrov | Khachanov |
|---|---|---|
| Hard | 4 | 1 |
