H2H data updated: 2026-09-02 00:00 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 third round 6-7(3) 6-4 7-5.

Want to explore more matchups? Advanced rivalry search lets you browse current and historical rivalries, unbeaten records, or every matchup for a player.

Karen Khachanov
Russia Age 30 Right-Handed 198 cm / 6'6"
H2H
1 – 5
6 main draw meetings
Grigor Dimitrov
Bulgaria Age 35 Right-Handed 191 cm / 6'3"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Grigor Dimitrov #15 6-7(3) 6-4 7-5 Karen Khachanov #23 Match data Mar 24, 2025* R32 Miami Open Masters 1000 Hard
Karen Khachanov #21 6-2 6-3 Grigor Dimitrov #9 Match data Nov 2, 2024* QF Paris Masters Masters 1000 Hard
Grigor Dimitrov #13 6-7(3) 6-4 7-6(5) Karen Khachanov #18 Match data Feb 10, 2024* SF Marseille ATP 250 Hard
Grigor Dimitrov #19 7-6(6) 6-4 Karen Khachanov #14 Match data Oct 9, 2023* R32 Shanghai Masters Masters 1000 Hard
Grigor Dimitrov #30 4-6 6-2 6-0 Karen Khachanov #31 Match data Nov 4, 2021* R32 Paris Masters Masters 1000 Hard
Grigor Dimitrov #20 7-6(6) 6-3 Karen Khachanov #18 Match data Oct 29, 2020* R32 Vienna Open ATP 500 Hard

Estimated match date where the exact historical date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Asterisked totals include editions mapped from documented historical predecessor categories. Mapping details.

Career Comparison

Player Current Peak Pts Elo W L Win % GS 1000 including documented historical predecessor categories Finals 500 including documented historical predecessor categories 250 including documented historical predecessor categories Titles
Karen Khachanov #50 #8 3,280 2,096 318 233 57.7% 0 1 0 0 6 7
Grigor Dimitrov #137 #3 5,150 2,170 477 314 60.3% 0 1 1 1 6 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
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
17 2013 3–2 60.0% #451 1,558 0 0 2008 0–1 0.0% #493 1,478 0 0
18 2014 0–2 0.0% #372 1,533 0 0 2009 2–6 25.0% #288 1,489 0 0
19 — — — — — — — 2010 1–1 50.0% #106 1,493 0 0
20 2016 13–9 59.1% #53 1,782 0 1 2011 18–25 41.9% #76 1,740 0 0
21 2017 24–27 47.1% #45 1,798 0 1 2012 24–19 55.8% #48 1,845 0 0
22 2018 44–22 66.7% #11 2,096 0 4 2013 35–23 60.3% #23 1,955 0 1
23 2019 27–26 50.9% #17 1,909 0 4 2014 50–18 73.5% #11 2,092 0 4
24 2020 16–14 53.3% #20 1,863 0 4 2015 32–22 59.3% #28 1,951 0 4
25 2021 35–24 59.3% #29 1,906 0 4 2016 40–26 60.6% #17 2,002 0 4
26 2022 37–25 59.7% #20 1,974 0 4 2017 49–19 72.1% #3 2,134 0 8
27 2023 34–18 65.4% #15 1,958 0 5 2018 24–19 55.8% #19 1,934 0 8
28 2024 37–22 62.7% #19 1,939 0 7 2019 23–21 52.3% #20 1,928 0 8
29 2025 32–24 57.1% #17 1,869 0 7 2020 17–10 63.0% #19 1,936 0 8
30 2026 16–18 47.1% #50 1,736 0 7 2021 24–18 57.1% #28 1,932 0 8
31 — — — — — — — 2022 26–22 54.2% #28 1,863 0 8
32 — — — — — — — 2023 41–21 66.1% #14 2,094 0 8
33 — — — — — — — 2024 45–18 71.4% #10 2,011 0 9
34 — — — — — — — 2025 18–12 60.0% #44 1,958 0 9
35 — — — — — — — 2026 8–13 38.1% #137 1,770 0 9

Surface Results by Age

Seasons are aligned by the age each player spent most of that calendar year. Results cover completed main-draw matches. Bold green marks the higher win percentage when both players have at least 5 matches on that surface at the aligned age.

Age Karen Khachanov Grigor Dimitrov
Yr HardClayGrass Yr HardClayGrass
W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win %
17 2013 3 2 5 60.0% — — — — — — — — 2008 — — — — — — — — 0 1 1 0.0%
18 2014 0 2 2 0.0% — — — — — — — — 2009 1 3 4 25.0% 0 1 1 0.0% 1 2 3 33.3%
19 — — — — — — — — — — — — — 2010 — — — — — — — — 1 1 2 50.0%
20 2016 8 5 13 61.5% 5 4 9 55.6% — — — — 2011 11 16 27 40.7% 3 5 8 37.5% 4 4 8 50.0%
21 2017 6 17 23 26.1% 13 8 21 61.9% 5 2 7 71.4% 2012 10 11 21 47.6% 8 5 13 61.5% 6 3 9 66.7%
22 2018 33 15 48 68.8% 6 5 11 54.5% 5 2 7 71.4% 2013 22 15 37 59.5% 11 6 17 64.7% 2 2 4 50.0%
23 2019 16 17 33 48.5% 7 6 13 53.8% 4 3 7 57.1% 2014 28 13 41 68.3% 12 4 16 75.0% 10 1 11 90.9%
24 2020 12 11 23 52.2% 4 3 7 57.1% — — — — 2015 20 15 35 57.1% 9 5 14 64.3% 3 2 5 60.0%
25 2021 25 15 40 62.5% 5 6 11 45.5% 5 3 8 62.5% 2016 34 18 52 65.4% 4 5 9 44.4% 2 3 5 40.0%
26 2022 23 16 39 59.0% 10 7 17 58.8% 4 2 6 66.7% 2017 39 11 50 78.0% 4 5 9 44.4% 6 3 9 66.7%
27 2023 24 13 37 64.9% 10 5 15 66.7% — — — — 2018 16 12 28 57.1% 7 5 12 58.3% 1 2 3 33.3%
28 2024 28 15 43 65.1% 8 4 12 66.7% 1 3 4 25.0% 2019 18 13 31 58.1% 5 6 11 45.5% 0 2 2 0.0%
29 2025 15 15 30 50.0% 9 6 15 60.0% 8 3 11 72.7% 2020 11 8 19 57.9% 6 2 8 75.0% — — — —
30 2026 8 10 18 44.4% 6 6 12 50.0% 2 2 4 50.0% 2021 20 12 32 62.5% 3 5 8 37.5% 1 1 2 50.0%
31 — — — — — — — — — — — — — 2022 15 15 30 50.0% 10 5 15 66.7% 1 2 3 33.3%
32 — — — — — — — — — — — — — 2023 26 13 39 66.7% 10 6 16 62.5% 5 2 7 71.4%
33 — — — — — — — — — — — — — 2024 33 12 45 73.3% 8 4 12 66.7% 4 2 6 66.7%
34 — — — — — — — — — — — — — 2025 10 7 17 58.8% 5 4 9 55.6% 3 1 4 75.0%
35 — — — — — — — — — — — — — 2026 2 8 10 20.0% 1 3 4 25.0% 5 2 7 71.4%
Career — 201 153 354 56.8% 83 60 143 58.0% 34 20 54 63.0% — 316 202 518 61.0% 106 76 182 58.2% 55 36 91 60.4%

Performance Progression by Age

Seasons are aligned by the age each player spent most of that calendar year. Detailed serve and return statistics available for 543/554 of Karen Khachanov's and 781/791 of Grigor Dimitrov's main draw matches. Sample is shown as matches with detailed serve and return statistics / total main draw matches. Bold green marks the stronger value when both stat samples contain at least 5 matches; lower is better for DFs/M.

Age Karen Khachanov Grigor Dimitrov
Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts% Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts%
17 2013 5/5 6.6 2.6 62.1% 67.8% 49.4% 60.4% 45.8% 61.5% 33.5% 2008 1/1 1.0 3.0 70.8% 58.8% 35.7% 33.3% 0.0% 52.1% 20.9%
18 2014 2/2 4.5 3.5 58.8% 60.3% 42.0% 55.0% 41.7% 52.7% 31.3% 2009 8/8 4.8 3.1 58.8% 69.4% 43.1% 46.4% 36.1% 58.5% 30.4%
19 — —/— — — — — — — — — — 2010 2/2 8.5 3.0 55.4% 75.2% 40.1% 53.6% 28.6% 59.3% 27.1%
20 2016 22/22 8.4 3.1 56.9% 74.4% 52.0% 61.7% 42.2% 64.8% 37.5% 2011 43/43 5.4 3.7 59.6% 70.9% 50.5% 55.6% 36.8% 62.6% 35.9%
21 2017 51/51 8.0 3.6 56.1% 74.5% 50.3% 56.4% 36.7% 63.8% 35.8% 2012 41/43 7.3 2.8 62.6% 72.6% 53.3% 65.4% 38.7% 65.5% 35.9%
22 2018 66/66 9.9 2.3 64.2% 76.7% 53.9% 65.5% 47.1% 68.4% 38.0% 2013 58/58 8.1 2.8 61.7% 77.0% 51.5% 58.3% 43.5% 67.2% 36.8%
23 2019 53/53 7.6 3.2 62.0% 72.9% 52.0% 60.0% 41.5% 65.0% 35.6% 2014 67/68 7.8 3.2 60.7% 77.6% 54.1% 59.6% 45.6% 68.4% 37.7%
24 2020 30/30 6.5 2.8 63.1% 70.5% 52.6% 53.8% 48.0% 63.8% 37.2% 2015 54/54 7.3 2.8 62.3% 75.8% 53.0% 63.2% 39.4% 67.3% 37.4%
25 2021 53/59 7.4 2.6 62.9% 73.2% 51.6% 65.8% 38.3% 65.5% 37.2% 2016 64/66 5.8 3.4 64.3% 73.3% 52.7% 59.2% 43.2% 65.9% 37.6%
26 2022 61/62 7.8 2.6 64.2% 73.5% 50.7% 61.8% 42.8% 65.3% 35.7% 2017 68/68 8.2 3.7 62.6% 79.1% 53.6% 66.2% 40.1% 69.3% 39.0%
27 2023 52/52 7.0 1.9 63.8% 74.7% 54.2% 62.1% 45.4% 67.1% 38.6% 2018 43/43 7.7 5.2 61.4% 73.6% 48.8% 59.5% 37.5% 64.2% 35.0%
28 2024 58/59 7.7 1.7 64.8% 74.9% 53.0% 60.8% 46.8% 67.1% 36.8% 2019 43/44 7.3 4.2 62.3% 74.9% 50.0% 59.9% 46.6% 65.5% 37.4%
29 2025 56/56 7.0 2.4 62.8% 74.4% 52.6% 54.4% 41.1% 66.2% 37.9% 2020 26/27 4.7 4.3 61.7% 72.4% 51.6% 66.4% 46.4% 64.0% 41.2%
30 2026 34/37 8.0 1.9 66.1% 74.3% 54.6% 63.6% 37.4% 67.5% 35.9% 2021 42/42 5.0 3.5 63.6% 74.4% 51.3% 61.6% 43.2% 65.9% 39.4%
31 — —/— — — — — — — — — — 2022 48/48 5.6 2.9 63.1% 76.0% 51.7% 55.2% 41.7% 67.0% 36.9%
32 — —/— — — — — — — — — — 2023 60/62 7.3 3.4 61.1% 77.0% 50.7% 62.2% 43.9% 66.9% 38.6%
33 — —/— — — — — — — — — — 2024 63/63 8.4 3.7 61.3% 80.7% 53.7% 61.1% 40.2% 70.2% 37.7%
34 — —/— — — — — — — — — — 2025 29/30 7.5 3.4 59.4% 74.4% 50.7% 55.8% 36.9% 64.9% 36.4%
35 — —/— — — — — — — — — — 2026 21/21 8.7 4.6 61.3% 74.5% 47.9% 45.2% 36.7% 64.1% 33.8%
Career — 543/554 7.8 2.5 62.7% 74.1% 52.4% 60.8% 42.6% 65.9% 36.9% — 781/791 7.1 3.5 61.9% 75.7% 51.8% 60.1% 41.4% 66.5% 37.3%

Advanced Statistics Comparison by Age

Seasons are aligned by the age each player spent most of that calendar year. Metrics are precomputed from eligible main-draw results; point-stat values use the available detailed sample. Bold green marks the stronger value when both underlying samples are sufficient. Lower is better for Schedule because a negative value means a tougher schedule. Career Schedule is normalized per 100 matches.

Age Karen Khachanov Grigor Dimitrov
Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule
17 2013 1559 113.0 -2.60 -0.02 0.870 48.3% +23 — — 54.5% -0.27 1–0 2–0 — +0.17 2008 1479 90.8 -1.82 +0.78 0.437 37.4% — — — 0.0% -4.00 — — — -0.09
18 2014 1534 102.1 -1.81 -2.67 0.661 42.6% — — — 33.3% -3.00 0–2 2–0 — +0.11 2009 1490 121.9 -1.06 -2.37 0.732 45.0% +40 — +34 33.3% -0.89 2–2 (50%) 0–3 (0%) — -0.06
19 2015 1532 100.3 — — — — — — — — — — — — — 2010 1493 103.4 -2.32 -0.55 0.667 44.5% — — — 40.0% -0.60 1–0 — — +0.02
20 2016 1783 138.3 +0.69 +0.76 1.064 51.2% -29 -138 — 56.9% +0.40 5–5 (50%) 5–8 (38%) — -0.21 2011 1740 144.9 -0.28 -0.43 0.959 49.3% +7 -209 -140 42.0% -0.20 6–5 (55%) 9–10 (47%) — -0.35
21 2017 1798 152.4 +0.87 -0.10 0.991 49.7% -157 +54 -48 46.6% -0.11 8–9 (47%) 15–19 (44%) — -1.26 2012 1845 146.9 +2.63 -0.68 1.039 50.7% -52 -102 -118 54.2% +0.23 8–4 (67%) 12–13 (48%) — -1.45
22 2018 2097 171.1 +4.24 +2.57 1.202 52.9% -42 -192 -202 63.7% +0.89 9–9 (50%) 20–22 (48%) — -2.29 2013 1955 168.1 +4.20 +0.76 1.120 51.9% -13 -58 -221 55.8% +0.52 11–7 (61%) 9–13 (41%) — -1.02
23 2019 1910 158.9 +0.91 +0.70 1.015 49.9% -3 +53 -8 50.0% +0.03 10–10 (50%) 13–18 (42%) — +0.67 2014 2093 169.3 +4.59 +2.51 1.192 52.9% -39 -97 -71 64.0% +0.90 18–4 (82%) 20–14 (59%) — -0.89
24 2020 1863 151.9 +0.79 +0.51 1.027 50.3% -16 +105 — 54.9% +0.16 5–9 (36%) 11–7 (61%) — +0.60 2015 1951 164.5 +2.92 +1.96 1.144 52.0% +20 +74 +48 56.7% +0.38 11–10 (52%) 15–10 (60%) — +0.70
25 2021 1906 157.9 +2.03 +1.16 1.078 51.3% 0 +21 +25 59.0% +0.45 11–15 (42%) 18–12 (60%) — -1.74 2016 2002 165.1 +2.53 +2.13 1.103 51.5% +34 -107 -45 57.3% +0.34 13–12 (52%) 22–12 (65%) — +0.60
26 2022 1974 159.4 +2.13 +0.62 1.029 50.4% -11 +2 -45 53.7% +0.19 14–6 (70%) 13–16 (45%) — -1.74 2017 2135 173.4 +5.21 +3.48 1.271 53.8% +37 -256 -168 67.2% +1.06 14–12 (54%) 17–10 (63%) — -0.86
27 2023 1958 159.2 +3.28 +2.73 1.170 52.4% -10 +63 — 61.4% +0.73 7–5 (58%) 11–7 (61%) — -0.40 2018 1935 162.0 +0.98 +0.10 0.977 49.9% +68 -30 +8 52.1% +0.11 11–8 (58%) 15–9 (63%) — -0.60
28 2024 1940 156.0 +2.89 +1.58 1.119 51.6% +22 +56 -89 59.6% +0.53 8–10 (44%) 19–12 (61%) — +3.23 2019 1929 159.5 +1.70 +2.11 1.083 51.2% +44 -27 — 51.7% +0.43 6–7 (46%) 9–21 (30%) — -0.32
29 2025 1869 154.2 +1.94 +2.47 1.122 51.7% -18 +90 +60 56.7% +0.50 11–15 (42%) 15–14 (52%) — +0.50 2020 1937 153.3 +1.01 +3.79 1.145 52.8% -6 -28 — 60.6% +0.73 4–7 (36%) 8–8 (50%) — +0.24
30 2026 1736 134.4 +2.53 -0.18 1.105 51.5% +4 +127 +138 51.0% +0.38 7–9 (44%) 8–13 (38%) — +2.95 2021 1933 159.4 +2.32 +3.30 1.156 52.4% +43 -91 — 55.8% +0.52 7–3 (70%) 6–10 (38%) — -0.28
31 — — — — — — — — — — — — — — — — 2022 1864 154.9 +2.60 +1.06 1.118 51.5% +7 +84 -57 53.6% +0.38 8–5 (62%) 10–12 (45%) — +1.43
32 — — — — — — — — — — — — — — — — 2023 2095 166.4 +3.66 +3.67 1.165 52.5% -15 -108 -209 63.6% +0.87 12–4 (75%) 18–16 (53%) — -3.30
33 — — — — — — — — — — — — — — — — 2024 2011 162.4 +5.31 +2.38 1.263 53.3% +29 -22 -64 68.7% +1.06 12–8 (60%) 22–10 (69%) — +1.17
34 — — — — — — — — — — — — — — — — 2025 1959 144.8 +0.59 +1.48 1.035 50.6% +68 -56 0 65.6% +0.61 5–1 (83%) 8–3 (73%) — +0.39
35 — — — — — — — — — — — — — — — — 2026 1771 127.1 -0.20 -0.98 0.942 49.0% +60 +41 +178 43.3% -0.28 3–5 (38%) 4–4 (50%) — +0.37
Career — 2097 161.6 +2.15 +1.28 1.082 51.2% -19 +28 -19 56.0% +0.37 96–104 (48%) 152–148 (51%) 95.8 +0.11 — 2171 167.1 +2.86 +1.79 1.114 51.7% +17 -58 -71 57.8% +0.52 152–104 (59%) 204–178 (53%) 104.1 -0.55

Career Rivalries

Each player's five most-played main-draw opponents. The current matchup is highlighted when it appears in a player's top five.