Sat 7 Watford v Middlesbrough Championship · 15:00 UTC · Vicarage Road Unlikely · 5% in 3 days Sat 21 Middlesbrough v Bristol City Championship · 15:00 UTC · Riverside Stadium Unlikely · 5% in 17 days Tue 24 Middlesbrough v Swansea Championship · 19:45 UTC · Riverside Stadium Unlikely · 5% in 20 days

Middlesbrough 3–0 Charlton Not in squad 31 Oct Bolton 1–5 Middlesbrough Not in squad 23 Oct Middlesbrough 2–2 Cardiff Not in squad 17 Oct Stoke City 2–3 Middlesbrough Not in squad 13 Oct Middlesbrough 1–0 Wolves Not in squad 10 Oct Birmingham 2–2 Middlesbrough Not in squad 19 Sep Middlesbrough 2–2 Millwall Not in squad 15 Sep Middlesbrough 4–3 Norwich Not in squad 12 Sep