H2H data updated: 2026-07-18 04:32 UTC
Karen Khachanov vs Grigor Dimitrov H2H: 1-5
Grigor Dimitrov holds a 5–1 lead over Karen Khachanov in their ATP head-to-head. Across 6 main-draw meetings, Grigor Dimitrov leads 5–1 on hard courts. Most recently, Grigor Dimitrov won the 2025 Miami Open Presented by Itau third round 6-7 6-4 7-5.
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Russia
Age 30
Right-Handed
198 cm / 6'6"
H2H
1
–
5
6 main draw meetings
Bulgaria
Age 35
Right-Handed
191 cm / 6'3"
H2H Match Log
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | Match |
|---|---|---|---|---|---|---|---|---|
| Mar 24, 2025* | Miami Open Presented by Itau | Masters 1000 | R32 | Hard | Grigor Dimitrov | 6-7 6-4 7-5 | Karen Khachanov | Match data |
| Nov 2, 2024* | Paris Masters | Masters 1000 | QF | Hard | Karen Khachanov | 6-2 6-3 | Grigor Dimitrov | Match data |
| Feb 10, 2024* | Marseille | ATP 250 | SF | Hard | Grigor Dimitrov | 6-7(3) 6-4 7-6(5) | Karen Khachanov | Match data |
| Oct 9, 2023* | Shanghai Masters | Masters 1000 | R32 | Hard | Grigor Dimitrov | 7-6(6) 6-4 | Karen Khachanov | Match data |
| Nov 4, 2021* | Paris Masters | Masters 1000 | R32 | Hard | Grigor Dimitrov | 4-6 6-2 6-0 | Karen Khachanov | Match data |
| Oct 29, 2020* | Vienna | ATP 500 | R32 | Hard | Grigor Dimitrov | 7-6(6) 6-3 | Karen Khachanov | Match data |
* Estimated match date where the exact historical date is unavailable.
Career Comparison
| Player | Current | Peak | Pts | Elo | W | L | Win % | GS | 1000 | Finals | 500 | 250 | Titles |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Karen Khachanov | #26 | #8 | 3,280 | 2,096 | 312 | 229 | 57.7% | 0 | 1 | 0 | 0 | 6 | 7 |
| Grigor Dimitrov | #146 | #3 | 5,150 | 2,176 | 476 | 310 | 60.6% | 0 | 1 | 1 | 2 | 5 | 9 |
Career Progression by Age
Seasons are aligned by the age each player spent most of that calendar year. GS and Titles are cumulative career totals through that season.
| Age | Karen Khachanov | Grigor Dimitrov | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 17 | 2013 | 3–2 | 60.0% | #451 | 1,559 | 0 | 0 | 2008 | 0–1 | 0.0% | #493 | 1,479 | 0 | 0 |
| 18 | 2014 | 0–2 | 0.0% | #372 | 1,534 | 0 | 0 | 2009 | 2–6 | 25.0% | #288 | 1,490 | 0 | 0 |
| 19 | — | — | — | — | — | — | — | 2010 | 1–1 | 50.0% | #106 | 1,494 | 0 | 0 |
| 20 | 2016 | 13–9 | 59.1% | #53 | 1,783 | 0 | 1 | 2011 | 18–25 | 41.9% | #76 | 1,739 | 0 | 0 |
| 21 | 2017 | 24–27 | 47.1% | #45 | 1,797 | 0 | 1 | 2012 | 23–18 | 56.1% | #48 | 1,846 | 0 | 0 |
| 22 | 2018 | 44–22 | 66.7% | #11 | 2,096 | 0 | 4 | 2013 | 35–23 | 60.3% | #23 | 1,954 | 0 | 1 |
| 23 | 2019 | 27–26 | 50.9% | #17 | 1,909 | 0 | 4 | 2014 | 50–18 | 73.5% | #11 | 2,095 | 0 | 4 |
| 24 | 2020 | 16–14 | 53.3% | #20 | 1,864 | 0 | 4 | 2015 | 32–22 | 59.3% | #28 | 1,950 | 0 | 4 |
| 25 | 2021 | 30–23 | 56.6% | #29 | 1,877 | 0 | 4 | 2016 | 40–25 | 61.5% | #17 | 2,018 | 0 | 4 |
| 26 | 2022 | 37–25 | 59.7% | #20 | 1,975 | 0 | 4 | 2017 | 49–19 | 72.1% | #3 | 2,134 | 0 | 8 |
| 27 | 2023 | 34–18 | 65.4% | #15 | 1,959 | 0 | 5 | 2018 | 24–19 | 55.8% | #19 | 1,933 | 0 | 8 |
| 28 | 2024 | 37–22 | 62.7% | #19 | 1,938 | 0 | 7 | 2019 | 23–21 | 52.3% | #20 | 1,944 | 0 | 8 |
| 29 | 2025 | 32–24 | 57.1% | #17 | 1,867 | 0 | 7 | 2020 | 17–10 | 63.0% | #19 | 1,957 | 0 | 8 |
| 30 | 2026 | 15–15 | 50.0% | #26 | 1,781 | 0 | 7 | 2021 | 24–18 | 57.1% | #28 | 1,935 | 0 | 8 |
| 31 | — | — | — | — | — | — | — | 2022 | 26–22 | 54.2% | #28 | 1,864 | 0 | 8 |
| 32 | — | — | — | — | — | — | — | 2023 | 41–21 | 66.1% | #14 | 2,095 | 0 | 8 |
| 33 | — | — | — | — | — | — | — | 2024 | 45–18 | 71.4% | #10 | 2,008 | 0 | 9 |
| 34 | — | — | — | — | — | — | — | 2025 | 18–12 | 60.0% | #44 | 1,956 | 0 | 9 |
| 35 | — | — | — | — | — | — | — | 2026 | 8–11 | 42.1% | #146 | 1,810 | 0 | 9 |