- 2027-03-19 in 4mo Sheffield Utd at Middlesbrough
- 2026-12-25 in 2mo Middlesbrough at Sheffield Utd
- 2026-02-09 8mo Middlesbrough 2 at Sheffield Utd 1 Dael Fry ENG-MIRM 12min
- 2025-08-30 1y Sheffield Utd 0 at Middlesbrough 1 Tommy Daniel John Conway ENG-MIRM 69min 1g
- 2024-10-23 1y Sheffield Utd 0 at Middlesbrough 1 Finn Isaac Azaz ENG-MIRM 90min 1a
- 2023-02-15 3y Middlesbrough 3 at Sheffield Utd 1 Tom Smith ENG-MIRM 90min yc
- 2022-08-13 4y Sheffield Utd 2 at Middlesbrough 2
- 2022-03-08 4y Middlesbrough 1 at Sheffield Utd 4 Billy Sharp WOR-SHEF 85min 1g yc
- 2021-09-28 5y Sheffield Utd 0 at Middlesbrough 2 Patrick James Coleman McNair ENG-MIRM 90min 1g
- 2019-02-14 7y Middlesbrough 0 at Sheffield Utd 1 Richard Stearman WOR-SHEF 45min 1g
- 2018-04-11 8y Middlesbrough 1 at Sheffield Utd 2 Lee Evans WOR-SHEF 90min 2g
- 2011-04-09 15y Middlesbrough 2 at Sheffield Utd 1 Matthew Bates ENG-MIRM 90min 1g
- 2010-01-16 16y Middlesbrough 0 at Sheffield Utd 1 Richard Cresswell WOR-SHEF 89min 1g yc
- 2008-02-28 18y Sheffield Utd 0 at Middlesbrough 1
- 2008-02-17 18y Middlesbrough 0 at Sheffield Utd 0
- 2007-01-01 19y Sheffield Utd 1 at Middlesbrough 3 Yakubu Aiyegbeni ENG-MIRM 90min 2g
- 2006-09-30 20y Middlesbrough 1 at Sheffield Utd 2 Phil Jagielka WOR-SHEF 90min 1g
- 1998-04-07 28y Middlesbrough 0 at Sheffield Utd 1
- 1997-10-05 29y Sheffield Utd 2 at Middlesbrough 1
- 1995-04-17 31y Sheffield Utd 1 at Middlesbrough 1
- 1994-12-26 31y Middlesbrough 1 at Sheffield Utd 1
- 1993-02-08 33y Middlesbrough 0 at Sheffield Utd 2
- 1992-09-04 34y Sheffield Utd 0 at Middlesbrough 2
- 1976-04-17 50y Sheffield Utd 0 at Middlesbrough 3
- 1975-12-26 50y Middlesbrough 1 at Sheffield Utd 1
- 1974-12-26 51y Sheffield Utd 0 at Middlesbrough 1
- 1974-09-14 52y Middlesbrough 0 at Sheffield Utd 1
- 1954-02-27 72y Middlesbrough 2 at Sheffield Utd 2
- 1949-04-30 77y Sheffield Utd 1 at Middlesbrough 3
- 1948-12-04 77y Middlesbrough 0 at Sheffield Utd 1
- 1947-09-03 79y Sheffield Utd 0 at Middlesbrough 3
- 1947-08-25 79y Middlesbrough 1 at Sheffield Utd 1
- 1947-02-01 79y Sheffield Utd 4 at Middlesbrough 2
- 1946-09-28 80y Middlesbrough 1 at Sheffield Utd 2
- 1934-03-31 92y Middlesbrough 1 at Sheffield Utd 3
- 1933-11-18 92y Sheffield Utd 3 at Middlesbrough 10
- 1933-03-27 93y Middlesbrough 0 at Sheffield Utd 2
- 1932-12-27 93y Sheffield Utd 2 at Middlesbrough 2
- 1932-04-16 94y Middlesbrough 1 at Sheffield Utd 2
- 1931-12-05 94y Sheffield Utd 3 at Middlesbrough 4
- 1931-04-25 95y Sheffield Utd 1 at Middlesbrough 4
- 1930-12-20 95y Middlesbrough 2 at Sheffield Utd 4
- 1929-09-09 97y Middlesbrough 3 at Sheffield Utd 1
- 1929-09-04 97y Sheffield Utd 1 at Middlesbrough 3
- 1928-03-17 98y Middlesbrough 1 at Sheffield Utd 4
- 1924-01-05 102y Sheffield Utd 1 at Middlesbrough 0
- 1923-12-29 102y Middlesbrough 1 at Sheffield Utd 0
- 1922-11-11 103y Middlesbrough 1 at Sheffield Utd 4
- 1922-11-04 103y Sheffield Utd 2 at Middlesbrough 3
- 1922-01-14 104y Sheffield Utd 1 at Middlesbrough 1