Historical record, recent meetings, scoring profile and performance vs the model's pre-match favorite.
| Date | Match | Result | Winner | Model Projection |
|---|---|---|---|---|
| 2027-04-11 | Scheduled | |||
| 2027-01-06 | Scheduled | |||
| 2026-01-11 | 1–1 | Draw | AC Milan 49% | |
| 2025-10-19 | 2–1 | AC Milan +1 | AC Milan 57% | |
| 2025-04-05 | 2–2 | Draw | AC Milan 48% | |
| 2024-10-06 | 2–1 | Fiorentina +1 | AC Milan 36% | |
| 2024-03-30 | 1–2 | AC Milan +1 | AC Milan 43% | |
| 2023-11-25 | 1–0 | AC Milan +1 | AC Milan 53% | |
| 2023-03-04 | 2–1 | Fiorentina +1 | AC Milan 45% | |
| 2022-11-13 | 2–1 | AC Milan +1 | AC Milan 65% | |
| 2022-05-01 | 1–0 | AC Milan +1 | AC Milan 63% | |
| 2021-11-20 | 4–3 | Fiorentina +1 | AC Milan 48% | |
| 2021-03-21 | 2–3 | AC Milan +1 | AC Milan 44% | |
| 2020-11-29 | 2–0 | AC Milan +2 | AC Milan 64% | |
| 2020-02-22 | 1–1 | Draw | Fiorentina 39% | |
| 2019-09-29 | 1–3 | Fiorentina +2 | AC Milan 52% | |
| 2019-05-11 | 0–1 | AC Milan +1 | Fiorentina 37% | |
| 2018-12-22 | 0–1 | Fiorentina +1 | AC Milan 47% | |
| 2018-05-20 | 5–1 | AC Milan +4 | AC Milan 45% | |
| 2017-12-30 | 1–1 | Draw | Fiorentina 49% | |
| 2017-02-19 | 2–1 | AC Milan +1 | AC Milan 42% | |
| 2016-09-25 | 0–0 | Draw | Fiorentina 46% | |
| 2016-01-17 | 2–0 | AC Milan +2 | AC Milan 37% | |
| 2015-08-23 | 2–0 | Fiorentina +2 | Fiorentina 51% | |
| 2015-03-16 | 2–1 | Fiorentina +1 | Fiorentina 55% | |
| 2014-10-26 | 1–1 | Draw | AC Milan 46% | |
| 2014-03-26 | 0–2 | AC Milan +2 | Fiorentina 52% | |
| 2013-11-02 | 0–2 | Fiorentina +2 | AC Milan 46% | |
| 2013-04-07 | 2–2 | Draw | AC Milan 42% | |
| 2012-11-11 | 1–3 | Fiorentina +2 | AC Milan 54% | |
| 2012-04-07 | 1–2 | Fiorentina +1 | AC Milan 72% | |
| 2011-11-19 | 0–0 | Draw | AC Milan 43% | |
| 2011-04-10 | 1–2 | AC Milan +1 | AC Milan 43% | |
| 2010-11-20 | 1–0 | AC Milan +1 | AC Milan 57% | |
| 2010-05-01 | 1–0 | AC Milan +1 | AC Milan 48% | |
| 2010-02-24 | 1–2 | AC Milan +1 | Fiorentina 39% |