Head 2 Head
Win Loss Stats
Li
WLWWLWWLWL
Osaka
WLWWWLWWWL
2026
2025
2024
24 - 23
29 - 11
13-14
Hard
14-6
9-6
Clay
7-3
2-3
Grass
8-2
Latest Tonic News – Ann Li and Naomi Osaka
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“Everything was going my way,” Elena Rybakina reacts after sweeping Naomi Osaka at the US Open
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“I wouldn’t say it’s a huge injury,” Naomi Osaka plays down Achilles problem after beating Mertens
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“Honestly, I can’t believe I won this match,” Naomi Osaka survives third-round thriller at US Open
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Naomi Osaka addresses US Open spectator noise after umpire repeatedly quiets crowd during second-round victory
LiProjected Draw
OsakaProjected Draw
Ann Li
| Year | Sum. | Hard | Clay | I.hard | Grass | C. |
|---|---|---|---|---|---|---|
| 2026 | 24-23 | 13-14 | 9-6 | 0-0 | 2-3 | 0-0 |
| 2025 | 33-25 | 20-15 | 7-6 | 4-1 | 2-3 | 0-0 |
| 2024 | 42-27 | 16-14 | 22-9 | 4-3 | 0-1 | 0-0 |
| 2023 | 36-28 | 16-13 | 15-9 | 4-4 | 1-2 | 0-0 |
| 2022 | 16-20 | 7-10 | 2-3 | 4-3 | 3-4 | 0-0 |
| 2021 | 25-14 | 19-8 | 1-1 | 4-2 | 1-3 | 0-0 |
| 2020 | 20-9 | 17-7 | 3-2 | 0-0 | 0-0 | 0-0 |
| 2019 | 44-22 | 22-12 | 17-5 | 3-1 | 2-4 | 0-0 |
| 2018 | 29-22 | 20-16 | 6-5 | 3-1 | 0-0 | 0-0 |
| 2017 | 15-8 | 10-4 | 4-3 | 1-1 | 0-0 | 0-0 |
| 2016 | 4-4 | 3-2 | 1-2 | 0-0 | 0-0 | 0-0 |
| Total | 288-202 | 163-115 | 87-51 | 27-16 | 11-20 | 0-0 |
Beijing
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Ashlyn KruegerA.KruegerUSA
- 6-4 6-2
- 2nd
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03 Oct 26
New York
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Linda NoskovaL.NoskovaCZE Loss
- 6-2 6-76 6-2
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3rd
-
04 Sep 26
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Donna VekicD.VekicCRO
- 5-7 7-64 6-4
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2nd
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02 Sep 26
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Antonia RuzicA.RuzicCRO
- 7-5 6-1
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1st
-
31 Aug 26
Monterrey
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Diane ParryD.ParryFRA Loss
- 7-67 6-4
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1/2
-
28 Aug 26
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Alycia ParksA.ParksUSA
- 6-2 6-3
-
1/4
-
27 Aug 26
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Maria TimofeevaM.TimofeevaUZB
- w/o
- 2nd
-
26 Aug 26
-
Maria Camila Osorio SerranoM.SerranoCOL
- 6-1 6-2
-
1st
-
24 Aug 26
Cincinnati
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Cori GauffC.GauffUSA Loss
- 6-1 7-63
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3rd
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18 Aug 26
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Shuai ZhangS.ZhangCHN
- 7-5 6-3
- 2nd
-
16 Aug 26
Naomi Osaka
| Year | Sum. | Hard | Clay | I.hard | Grass | C. |
|---|---|---|---|---|---|---|
| 2026 | 29-11 | 14-6 | 7-3 | 0-0 | 8-2 | 0-0 |
| 2025 | 35-15 | 24-9 | 8-3 | 0-0 | 3-3 | 0-0 |
| 2024 | 22-18 | 13-10 | 5-5 | 1-0 | 3-3 | 0-0 |
| 2023 | 0-0 | 0-0 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2022 | 14-9 | 13-7 | 1-2 | 0-0 | 0-0 | 0-0 |
| 2021 | 18-6 | 16-4 | 2-2 | 0-0 | 0-0 | 0-0 |
| 2020 | 16-3 | 16-2 | 0-1 | 0-0 | 0-0 | 0-0 |
| 2019 | 40-11 | 29-7 | 9-2 | 1-0 | 1-2 | 0-0 |
| 2018 | 43-21 | 28-9 | 5-4 | 4-5 | 6-3 | 0-0 |
| 2017 | 27-22 | 14-13 | 5-5 | 4-0 | 4-4 | 0-0 |
| 2016 | 34-22 | 28-17 | 5-4 | 0-0 | 1-1 | 0-0 |
| 2015 | 31-18 | 17-11 | 5-3 | 2-1 | 4-2 | 3-1 |
| 2014 | 15-15 | 8-9 | 2-3 | 3-1 | 2-2 | 0-0 |
| Total | 324-171 | 220-104 | 54-37 | 15-7 | 32-22 | 3-1 |
Beijing
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Maria TimofeevaM.TimofeevaUZB
- 6-3 3-6 6-3
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2nd
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02 Oct 26
New York
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Elena RybakinaE.RybakinaKAZ Loss
- 6-1 6-4
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4th
-
07 Sep 26
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Elise MertensE.MertensBEL
- 6-3 3-6 7-5
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3rd
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05 Sep 26
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Katerina SiniakovaK.SiniakovaCZE
- 6-2 5-7 6-1
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2nd
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03 Sep 26
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Anastasia ZakharovaA.ZakharovaRUS
- 7-66 7-63
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1st
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31 Aug 26
Toronto
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Elena RybakinaE.RybakinaKAZ Loss
- 4-6 7-65 6-4
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1/4
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11 Aug 26
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Leylah Annie FernandezL.FernandezCAN
- 6-4 6-4
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4th
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09 Aug 26
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Elise MertensE.MertensBEL
- 6-1 6-2
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3rd
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07 Aug 26
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Panna UdvardyP.UdvardyHUN
- 6-2 6-4
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2nd
-
05 Aug 26
Washington
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Alexandra EalaA.EalaPHI Loss
- 6-4 6-2
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1/2
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01 Aug 26
H2H Ranking live progression
