This page lists the head-to-head record of Sassuolo vs AC Milan including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | AC Milan | Sassuolo | Draws |
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| Total Matches | 24 | 13 | 7 | 4 |
| At San Siro | 11 | 6 | 3 | 2 |
| At Mapei Stadium | 13 | 7 | 4 | 2 |
| Cup Matches | 2 | 2 | 0 | 0 |
| Serie A Matches | 22 | 11 | 7 | 4 |
| Total Goals Scored | 81 | 46 | 35 | |
Last 50 AC Milan vs Sassuolo Matches
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| 2024 3 December | | Cup | Milan | 6 - 1 | Sassuolo |
| 2024 14 April | | Serie A | Sassuolo | 3 - 3 | Milan |
| 2023 30 December | | Serie A | Milan | 1 - 0 | Sassuolo |
| 2023 29 January | | Serie A | Milan | 2 - 5 | Sassuolo |
| 2022 30 August | | Serie A | Sassuolo | 0 - 0 | Milan |
| 2022 22 May | | Serie A | Sassuolo | 0 - 3 | Milan |
| 2021 28 November | | Serie A | Milan | 1 - 3 | Sassuolo |
| 2021 21 April | | Serie A | Milan | 1 - 2 | Sassuolo |
| 2020 20 December | | Serie A | Sassuolo | 1 - 2 | Milan |
| 2020 21 July | | Serie A | Sassuolo | 1 - 2 | Milan |
| 2019 15 December | | Serie A | Milan | 0 - 0 | Sassuolo |
| 2019 2 March | | Serie A | Milan | 1 - 0 | Sassuolo |
| 2018 30 September | | Serie A | Sassuolo | 1 - 4 | Milan |
| 2018 8 April | | Serie A | Milan | 1 - 1 | Sassuolo |
| 2017 5 November | | Serie A | Sassuolo | 0 - 2 | Milan |
| 2017 26 February | | Serie A | Sassuolo | 0 - 1 | Milan |
| 2016 2 October | | Serie A | Milan | 4 - 3 | Sassuolo |
| 2016 6 March | | Serie A | Sassuolo | 2 - 0 | Milan |
| 2015 25 October | | Serie A | Milan | 2 - 1 | Sassuolo |
| 2015 17 May | | Serie A | Sassuolo | 3 - 2 | Milan |
| 2015 13 January | | Cup | Milan | 2 - 1 | Sassuolo |
| 2015 6 January | | Serie A | Milan | 1 - 2 | Sassuolo |
| 2014 18 May | | Serie A | Milan | 2 - 1 | Sassuolo |
| 2014 12 January | | Serie A | Sassuolo | 4 - 3 | Milan |
Biggest AC Milan Victory vs Sassuolo
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| 2024 3 December | | Cup | Milan | 6 - 1 | Sassuolo |
Biggest Sassuolo Victory vs AC Milan
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| 2023 29 January | | Serie A | Milan | 2 - 5 | Sassuolo |
Biggest AC Milan Defeat vs Sassuolo
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| 2023 29 January | | Serie A | Milan | 2 - 5 | Sassuolo |
Biggest Sassuolo Defeat vs AC Milan
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| 2024 3 December | | Cup | Milan | 6 - 1 | Sassuolo |
Last 5 AC Milan Home Matches
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| 2025 24 October | | Serie A | Milan | 2 - 2 | Pisa |
| 2025 19 October | | Serie A | Milan | 2 - 1 | Fiorentina |
| 2025 28 September | | Serie A | Milan | 2 - 1 | Napoli |
| 2025 23 September | | Cup | Milan | 3 - 0 | Lecce |
| 2025 14 September | | Serie A | Milan | 1 - 0 | Bologna |
Last 5 Sassuolo Home Matches
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| 2025 26 October | | Serie A | Sassuolo | 0 - 1 | Roma |
| 2025 28 September | | Serie A | Sassuolo | 3 - 1 | Udinese |
| 2025 14 September | | Serie A | Sassuolo | 1 - 0 | Lazio |
| 2025 23 August | | Serie A | Sassuolo | 0 - 2 | Napoli |
| 2025 15 August | | Cup | Sassuolo | 1 - 0 | Catanzaro |
Last 5 AC Milan Away Matches
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| 2025 5 October | | Serie A | Juventus | 0 - 0 | Milan |
| 2025 20 September | | Serie A | Udinese | 0 - 3 | Milan |
| 2025 29 August | | Serie A | Lecce | 0 - 2 | Milan |
| 2025 18 May | | Serie A | Roma | 3 - 1 | Milan |
| 2025 5 May | | Serie A | Genoa | 1 - 2 | Milan |
Last 5 Sassuolo Away Matches
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| 2025 18 October | | Serie A | Lecce | 0 - 0 | Sassuolo |
| 2025 3 October | | Serie A | Hellas Verona | 0 - 1 | Sassuolo |
| 2025 24 September | | Cup | Como | 3 - 0 | Sassuolo |
| 2025 21 September | | Serie A | Internazionale | 2 - 1 | Sassuolo |
| 2025 29 August | | Serie A | Cremonese | 3 - 2 | Sassuolo |