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.
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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
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | Match |
|---|---|---|---|---|---|---|---|---|
| Oct 24, 2020* | Antwerp | ATP 250 | QF | Hard | Grigor Dimitrov | (w/o) | Milos Raonic | Match data |
| May 9, 2018* | Madrid Masters | Masters 1000 | R32 | Clay | Milos Raonic | 7-5 3-6 6-3 | Grigor Dimitrov | Match data |
| Jan 7, 2017* | Brisbane | ATP 250 | SF | Hard | Grigor Dimitrov | 7-6(7) 6-2 | Milos Raonic | Match data |
| Oct 8, 2016* | Beijing | ATP 500 | SF | Hard | Grigor Dimitrov | (w/o) | Milos Raonic | Match data |
| Jan 19, 2014* | Australian Open | Grand Slam | R32 | Hard | Grigor Dimitrov | 6-3 3-6 6-4 7-6(10) | Milos Raonic | Match data |
| Jan 4, 2013* | Brisbane | ATP 250 | R16 | Hard | Grigor Dimitrov | 6-3 6-4 | Milos Raonic | Match data |
| Oct 22, 2011* | Stockholm | ATP 250 | QF | Hard | Milos Raonic | 7-5 6-4 | Grigor Dimitrov | 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 | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 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 | — | — | — | — | — | — | — |