Historical record, recent meetings, scoring profile and performance vs the model's pre-match favorite.
| Date | Match | Result | Winner | Model Projection |
|---|---|---|---|---|
| 2027-01-23 | Scheduled | |||
| 2026-10-31 | Scheduled | |||
| 2026-03-11 | 0–1 | Charlton +1 | Middlesbrough 61% | |
| 2025-12-09 | 1–2 | Middlesbrough +1 | Middlesbrough 38% | |
| 2020-03-07 | 0–1 | Middlesbrough +1 | Charlton 39% | |
| 2019-12-07 | 1–0 | Middlesbrough +1 | Middlesbrough 44% | |
| 2016-03-13 | 2–0 | Charlton +2 | Middlesbrough 54% | |
| 2015-10-31 | 3–0 | Middlesbrough +3 | Middlesbrough 61% | |
| 2015-02-07 | 3–1 | Middlesbrough +2 | Middlesbrough 66% | |
| 2014-09-27 | 0–0 | Draw | Charlton 40% | |
| 2014-01-18 | 1–0 | Middlesbrough +1 | Middlesbrough 50% | |
| 2013-08-10 | 0–1 | Middlesbrough +1 | Charlton 48% | |
| 2013-04-27 | 2–2 | Draw | Middlesbrough 39% | |
| 2012-11-03 | 1–4 | Middlesbrough +3 | Middlesbrough 37% |