H2H data updated: 2026-09-13 00:00 UTC
Anna Kalinskaya holds a 1–0 lead over Mccartney Kessler in their WTA head-to-head. Across 1 main-draw meeting, Anna Kalinskaya leads 1–0 on hard courts. Most recently, Anna Kalinskaya won the 2026 Canadian Open second round 6-2 6-7(3) 6-4.
Want to explore more matchups? Advanced rivalry search lets you browse current and historical rivalries, unbeaten records, or every matchup for a player.
| Player | Score | Player | Match Data | Date | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|
| Anna Kalinskaya | 6-2 6-7(3) 6-4 | Mccartney Kessler | Match data | Aug 4, 2026 | R64 | Canadian Open | WTA 1000 | Hard |
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.
| 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Anna Kalinskaya | #23 | #11 | 2,975 | 1,956 | 141 | 127 | 52.6% | 0 | 0 | 0 | 0 | 0 | 0 |
| Mccartney Kessler | #66 | #30 | 1,558 | 1,884 | 53 | 51 | 51.0% | 0 | 0 | 0 | 0 | 3 | 3 |
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 | Anna Kalinskaya | Mccartney Kessler | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 17 | 2016 | 0–1 | 0.0% | #186 | 1,479 | 0 | 0 | — | — | — | — | — | — | — |
| 18 | 2017 | 3–6 | 33.3% | #161 | 1,529 | 0 | 0 | — | — | — | — | — | — | — |
| 19 | 2018 | 0–8 | 0.0% | #166 | 1,461 | 0 | 0 | — | — | — | — | — | — | — |
| 20 | 2019 | 7–7 | 50.0% | #105 | 1,599 | 0 | 0 | — | — | — | — | — | — | — |
| 21 | 2020 | 1–6 | 14.3% | #114 | 1,598 | 0 | 0 | — | — | — | — | — | — | — |
| 22 | 2021 | 12–14 | 46.2% | #111 | 1,725 | 0 | 0 | — | — | — | — | — | — | — |
| 23 | 2022 | 17–15 | 53.1% | #58 | 1,811 | 0 | 0 | — | — | — | — | — | — | — |
| 24 | 2023 | 16–13 | 55.2% | #76 | 1,819 | 0 | 0 | 2024 | 8–10 | 44.4% | #67 | 1,708 | 0 | 1 |
| 25 | 2024 | 33–19 | 63.5% | #14 | 1,893 | 0 | 0 | 2025 | 31–23 | 57.4% | #31 | 1,859 | 0 | 3 |
| 26 | 2025 | 25–20 | 55.6% | #33 | 1,888 | 0 | 0 | 2026 | 14–18 | 43.8% | #66 | 1,759 | 0 | 3 |
| 27 | 2026 | 27–18 | 60.0% | #23 | 1,930 | 0 | 0 | — | — | — | — | — | — | — |
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 | Anna Kalinskaya | Mccartney Kessler | ||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | Hard | Clay | Grass | Yr | Hard | Clay | Grass | |||||||||||||||||||
| 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 | 2016 | 0 | 1 | 1 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 18 | 2017 | 1 | 2 | 3 | 33.3% | 2 | 2 | 4 | 50.0% | 0 | 2 | 2 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 19 | 2018 | 0 | 4 | 4 | 0.0% | 0 | 3 | 3 | 0.0% | 0 | 1 | 1 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 20 | 2019 | 7 | 5 | 12 | 58.3% | — | — | — | — | 0 | 2 | 2 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 21 | 2020 | 1 | 5 | 6 | 16.7% | 0 | 1 | 1 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 22 | 2021 | 11 | 9 | 20 | 55.0% | 1 | 3 | 4 | 25.0% | 0 | 2 | 2 | 0.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 23 | 2022 | 14 | 8 | 22 | 63.6% | 1 | 4 | 5 | 20.0% | 2 | 3 | 5 | 40.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 24 | 2023 | 9 | 10 | 19 | 47.4% | 7 | 3 | 10 | 70.0% | — | — | — | — | 2024 | 8 | 8 | 16 | 50.0% | 0 | 1 | 1 | 0.0% | 0 | 1 | 1 | 0.0% |
| 25 | 2024 | 24 | 13 | 37 | 64.9% | 2 | 4 | 6 | 33.3% | 7 | 2 | 9 | 77.8% | 2025 | 25 | 16 | 41 | 61.0% | 0 | 5 | 5 | 0.0% | 6 | 2 | 8 | 75.0% |
| 26 | 2025 | 19 | 15 | 34 | 55.9% | 5 | 4 | 9 | 55.6% | 1 | 1 | 2 | 50.0% | 2026 | 6 | 10 | 16 | 37.5% | 5 | 4 | 9 | 55.6% | 3 | 4 | 7 | 42.9% |
| 27 | 2026 | 16 | 11 | 27 | 59.3% | 8 | 4 | 12 | 66.7% | 3 | 3 | 6 | 50.0% | — | — | — | — | — | — | — | — | — | — | — | — | — |
| Career | — | 102 | 83 | 185 | 55.1% | 26 | 28 | 54 | 48.1% | 13 | 16 | 29 | 44.8% | — | 39 | 34 | 73 | 53.4% | 5 | 10 | 15 | 33.3% | 9 | 7 | 16 | 56.2% |
Seasons are aligned by the age each player spent most of that calendar year. Detailed serve and return statistics available for 253/268 of Anna Kalinskaya's and 90/104 of Mccartney Kessler'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 | Anna Kalinskaya | Mccartney Kessler | ||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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% | |
| 18 | 2017 | 9/9 | 1.4 | 4.1 | 62.4% | 62.9% | 42.7% | 36.2% | 35.2% | 55.6% | 42.0% | — | —/— | — | — | — | — | — | — | — | — | — |
| 19 | 2018 | 8/8 | 1.4 | 5.0 | 61.1% | 51.5% | 38.3% | 40.8% | 23.9% | 46.6% | 37.7% | — | —/— | — | — | — | — | — | — | — | — | — |
| 20 | 2019 | 14/14 | 1.6 | 4.3 | 60.3% | 61.3% | 43.6% | 54.5% | 43.2% | 54.2% | 40.1% | — | —/— | — | — | — | — | — | — | — | — | — |
| 21 | 2020 | 7/7 | 1.6 | 3.6 | 64.7% | 56.7% | 46.6% | 45.0% | 60.5% | 53.3% | 33.0% | — | —/— | — | — | — | — | — | — | — | — | — |
| 22 | 2021 | 26/26 | 1.2 | 4.0 | 63.4% | 58.7% | 47.2% | 49.6% | 40.3% | 54.7% | 40.6% | — | —/— | — | — | — | — | — | — | — | — | — |
| 23 | 2022 | 31/32 | 1.5 | 4.6 | 61.5% | 64.1% | 44.9% | 56.9% | 42.0% | 56.6% | 41.7% | — | —/— | — | — | — | — | — | — | — | — | — |
| 24 | 2023 | 29/29 | 1.9 | 3.4 | 64.7% | 64.6% | 46.1% | 53.5% | 55.6% | 57.9% | 44.3% | 2024 | 18/18 | 2.7 | 3.7 | 58.2% | 63.1% | 44.4% | 57.5% | 53.0% | 55.3% | 41.8% |
| 25 | 2024 | 50/52 | 1.8 | 3.7 | 66.6% | 64.1% | 49.7% | 57.5% | 48.7% | 59.2% | 45.2% | 2025 | 40/54 | 2.0 | 2.9 | 61.2% | 62.7% | 48.9% | 49.1% | 50.8% | 57.3% | 45.1% |
| 26 | 2025 | 36/46 | 2.5 | 4.1 | 64.8% | 64.7% | 46.0% | 52.4% | 47.9% | 58.4% | 41.3% | 2026 | 32/32 | 2.0 | 2.8 | 62.4% | 61.1% | 46.3% | 49.1% | 45.4% | 55.7% | 41.9% |
| 27 | 2026 | 43/45 | 2.3 | 4.5 | 61.5% | 64.0% | 46.6% | 47.7% | 51.8% | 57.0% | 44.5% | — | —/— | — | — | — | — | — | — | — | — | — |
| Career | — | 253/269 | 1.8 | 4.1 | 63.6% | 62.9% | 46.4% | 52.0% | 47.0% | 56.8% | 42.5% | — | 90/104 | 2.2 | 3.0 | 61.0% | 62.2% | 47.1% | 50.8% | 49.3% | 56.3% | 43.3% |
Seasons are aligned by the age each player spent most of that calendar year. Metrics use eligible main-draw results; point statistics use matches with detailed data. 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 | Anna Kalinskaya | Mccartney Kessler | ||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 | 2016 | 1480 | 99.5 | — | — | — | — | — | — | — | 0.0% | -3.00 | — | — | — | -0.05 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 18 | 2017 | 1530 | 103.2 | -0.33 | -0.89 | 0.947 | 48.2% | -31 | +19 | — | 35.0% | -0.65 | 1–1 | 0–2 | — | -0.05 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 19 | 2018 | 1462 | 106.4 | -4.83 | -2.18 | 0.705 | 42.3% | -30 | +83 | — | 11.1% | -2.89 | 0–2 | 1–0 | — | -0.33 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 20 | 2019 | 1599 | 113.0 | -1.49 | -2.24 | 0.876 | 47.3% | -7 | — | — | 45.5% | -0.70 | 4–1 (80%) | 1–1 | — | +0.73 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 21 | 2020 | 1598 | 114.2 | -1.46 | -3.46 | 0.706 | 43.4% | +5 | — | — | 14.3% | -2.00 | — | 0–1 | — | +0.11 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 22 | 2021 | 1726 | 126.0 | -0.98 | -2.00 | 0.896 | 47.8% | +26 | -238 | — | 48.3% | -0.37 | 5–5 (50%) | 4–2 (67%) | 102.5 | -0.36 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 23 | 2022 | 1811 | 133.4 | +0.35 | -0.59 | 0.961 | 49.2% | +71 | -374 | -298 | 59.0% | +0.10 | 7–6 (54%) | 6–1 (86%) | 105.8 | -1.11 | 2023 | 1520 | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| 24 | 2023 | 1820 | 137.4 | +0.79 | +1.49 | 1.053 | 51.1% | -14 | -185 | — | 59.7% | +0.40 | 5–8 (38%) | 6–1 (86%) | 102.3 | -1.35 | 2024 | 1708 | 124.6 | -1.23 | -0.73 | 0.934 | 48.6% | +26 | — | — | 44.4% | -0.20 | 5–4 (56%) | 0–4 (0%) | 98.3 | -0.41 |
| 25 | 2024 | 1894 | 153.5 | +2.49 | +2.47 | 1.109 | 52.2% | +28 | -284 | -109 | 62.2% | +0.85 | 10–9 (53%) | 7–6 (54%) | 101.5 | +0.71 | 2025 | 1860 | 150.0 | +0.48 | +2.11 | 1.057 | 51.1% | +22 | -367 | -48 | 55.8% | +0.22 | 11–10 (52%) | 8–8 (50%) | 100.7 | -2.42 |
| 26 | 2025 | 1888 | 147.6 | +1.57 | -0.62 | 0.993 | 49.9% | +7 | -198 | — | 51.9% | +0.12 | 10–4 (71%) | 11–5 (69%) | 109.3 | -1.32 | 2026 | 1759 | 133.5 | -0.77 | -0.50 | 0.945 | 48.7% | +13 | -152 | +38 | 43.8% | -0.41 | 5–4 (56%) | 5–5 (50%) | 102.2 | -1.05 |
| 27 | 2026 | 1930 | 152.9 | +0.96 | +1.72 | 1.035 | 50.5% | +3 | -106 | -172 | 56.6% | +0.15 | 10–6 (63%) | 9–4 (69%) | 108.0 | -0.30 | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — | — |
| Career | — | 1957 | 142.5 | +0.62 | +0.26 | 0.986 | 49.7% | +16 | -172 | -175 | 52.7% | +0.02 | 52–42 (55%) | 45–23 (66%) | 114.3 | -1.25 | — | 1885 | 141.5 | -0.31 | +0.61 | 0.991 | 49.8% | +21 | -229 | -8 | 50.2% | -0.04 | 21–18 (54%) | 13–17 (43%) | 100.3 | -3.73 |
Each player's five most-played main-draw opponents. The current matchup is highlighted when it appears in a player's top five.
| Opponent | W | L | M | Last Played | H2H |
|---|---|---|---|---|---|
| Elina Svitolina | 2 | 4 | 6 | Sep 5, 2026 | H2H |
| Jessica Pegula | 1 | 5 | 6 | Jul 31, 2026 | H2H |
| Belinda Bencic | 1 | 5 | 6 | Jul 3, 2026 | H2H |
| Daria Kasatkina | 2 | 3 | 5 | Jul 28, 2026 | H2H |
| Jelena Ostapenko | 4 | 1 | 5 | May 11, 2026 | H2H |
| Opponent | W | L | M | Last Played | H2H |
|---|---|---|---|---|---|
| Linda Noskova | 1 | 2 | 3 | Oct 22, 2025 | H2H |
| Rebecca Sramkova | 2 | 1 | 3 | Jun 21, 2025 | H2H |
| Ekaterina Alexandrova | 0 | 2 | 2 | Aug 30, 2026 | H2H |
| Caty Mcnally | 1 | 1 | 2 | Aug 14, 2026 | H2H |
| Aryna Sabalenka | 0 | 2 | 2 | Jul 1, 2026 | H2H |