H2H data updated: 2026-07-18 02:15 UTC

Grigor Dimitrov vs Milos Raonic H2H: 5-2

Grigor Dimitrov holds a 5–2 lead over Milos Raonic in their ATP head-to-head. Across 7 main-draw meetings, Grigor Dimitrov leads 5–1 on hard courts, while Milos Raonic leads 1–0 on clay. Most recently, Grigor Dimitrov won the 2020 Antwerp quarterfinal W/O.

Bulgaria Age 35 Right-Handed 191 cm / 6'3"
H2H
5 2
7 main draw meetings
CAN Age 35 Right-Handed 196 cm / 6'5"

H2H Match Log

DateTournamentCategoryRoundSurfaceWinnerScoreLoserMatch
Oct 24, 2020* Antwerp ATP 250 QF Hard Grigor Dimitrov #20 (w/o) Milos Raonic #19 Match data
May 9, 2018* Madrid Masters Masters 1000 R32 Clay Milos Raonic #24 7-5 3-6 6-3 Grigor Dimitrov #4 Match data
Jan 7, 2017* Brisbane ATP 250 SF Hard Grigor Dimitrov #17 7-6(7) 6-2 Milos Raonic #3 Match data
Oct 8, 2016* Beijing ATP 500 SF Hard Grigor Dimitrov #20 (w/o) Milos Raonic #6 Match data
Jan 19, 2014* Australian Open Grand Slam R32 Hard Grigor Dimitrov #22 6-3 3-6 6-4 7-6(10) Milos Raonic #11 Match data
Jan 4, 2013* Brisbane ATP 250 R16 Hard Grigor Dimitrov #48 6-3 6-4 Milos Raonic #13 Match data
Oct 22, 2011* Stockholm ATP 250 QF Hard Milos Raonic #29 7-5 6-4 Grigor Dimitrov #70 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
Grigor Dimitrov #146 #3 5,150 2,176 476 310 60.6% 0 1 1 2 5 9
Milos Raonic #634 #3 5,450 2,246 369 186 66.5% 0 0 0 1 7 8

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 Grigor Dimitrov Milos Raonic
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
17 2008 0–1 0.0% #493 1,479 0 0
18 2009 2–6 25.0% #288 1,490 0 0 2009 0–1 0.0% #373 1,535 0 0
19 2010 1–1 50.0% #106 1,494 0 0 2010 3–4 42.9% #156 1,651 0 0
20 2011 18–25 41.9% #76 1,739 0 0 2011 30–18 62.5% #31 1,839 0 1
21 2012 23–18 56.1% #48 1,846 0 0 2012 42–20 67.7% #13 1,987 0 3
22 2013 35–23 60.3% #23 1,954 0 1 2013 41–21 66.1% #11 2,034 0 5
23 2014 50–18 73.5% #11 2,095 0 4 2014 47–20 70.1% #8 2,087 0 6
24 2015 32–22 59.3% #28 1,950 0 4 2015 32–15 68.1% #14 2,047 0 7
25 2016 40–25 61.5% #17 2,018 0 4 2016 52–19 73.2% #3 2,143 0 8
26 2017 49–19 72.1% #3 2,134 0 8 2017 29–14 67.4% #24 2,053 0 8
27 2018 24–19 55.8% #19 1,933 0 8 2018 31–18 63.3% #18 1,952 0 8
28 2019 23–21 52.3% #20 1,944 0 8 2019 23–13 63.9% #31 1,919 0 8
29 2020 17–10 63.0% #19 1,957 0 8 2020 23–10 69.7% #14 1,996 0 8
30 2021 24–18 57.1% #28 1,935 0 8 2021 6–4 60.0% #70 1,964 0 8
31 2022 26–22 54.2% #28 1,864 0 8
32 2023 41–21 66.1% #14 2,095 0 8 2023 4–4 50.0% #317 1,909 0 8
33 2024 45–18 71.4% #10 2,008 0 9 2024 6–5 54.5% #238 1,903 0 8
34 2025 18–12 60.0% #44 1,956 0 9
35 2026 8–11 42.1% #146 1,810 0 9