- 2024-07-20 2y Bolton Wanderers 0 at Middlesbrough 3
- 2023-08-29 3y Middlesbrough 3 at Bolton Wanderers 1 Morgan Rogers ENG-MIRM 12min 1g 1a
- 2019-04-10 7y Middlesbrough 2 at Bolton Wanderers 0 Ashley Fletcher ENG-MIRM 90min 2g
- 2018-09-20 8y Bolton Wanderers 0 at Middlesbrough 2 George Alan Saville ENG-MIRM 78min 1g
- 2017-12-26 8y Bolton Wanderers 0 at Middlesbrough 2 Britt Curtis Assombalonga ENG-MIRM 70min 1g
- 2016-04-16 10y Middlesbrough 2 at Bolton Wanderers 1 Jordan Rhodes ENG-MIRM 90min 2g
- 2015-02-25 11y Bolton Wanderers 0 at Middlesbrough 1 Albert Danquah Adomah ENG-MIRM 90min 1g
- 2014-01-01 12y Middlesbrough 2 at Bolton Wanderers 2
- 2013-11-30 12y Bolton Wanderers 0 at Middlesbrough 1 Grant Leadbitter ENG-MIRM 90min 1g yc
- 2013-04-20 13y Middlesbrough 1 at Bolton Wanderers 2 Chris Eagles ENG-BOZJ 90min 1g
- 2012-10-27 14y Bolton Wanderers 1 at Middlesbrough 2 Scott McDonald ENG-MIRM 68min 2g
- 2009-04-04 17y Middlesbrough 1 at Bolton Wanderers 4 Ricardo Wayne Gardner ENG-BOZJ 90min 1g
- 2008-11-22 17y Bolton Wanderers 3 at Middlesbrough 1 Grétar Rafn Steinsson ENG-BOZJ 90min 1g 1a
- 2008-04-19 18y Bolton Wanderers 1 at Middlesbrough 0 Gavin McCann ENG-BOZJ 90min 1g
- 2007-11-11 18y Middlesbrough 0 at Bolton Wanderers 0
- 2007-01-20 19y Bolton Wanderers 1 at Middlesbrough 5 Mark Viduka ENG-MIRM 90min 2g
- 2006-09-16 20y Middlesbrough 0 at Bolton Wanderers 0
- 2006-05-03 20y Middlesbrough 1 at Bolton Wanderers 1
- 2006-03-26 20y Bolton Wanderers 3 at Middlesbrough 4 Stuart Parnaby ENG-MIRM 90min 1g
- 2005-02-12 21y Middlesbrough 0 at Bolton Wanderers 0
- 2004-11-07 21y Bolton Wanderers 1 at Middlesbrough 1
- 2004-04-03 22y Bolton Wanderers 0 at Middlesbrough 2
- 2003-09-13 23y Middlesbrough 0 at Bolton Wanderers 2 Kevin Cyril Davies ENG-BOZJ 90min 1g
- 2003-05-10 23y Middlesbrough 1 at Bolton Wanderers 2 Jay-Jay Okocha ENG-BOZJ 90min 1g
- 2002-10-04 24y Bolton Wanderers 0 at Middlesbrough 2
- 2002-01-18 24y Bolton Wanderers 1 at Middlesbrough 1
- 2001-08-20 25y Middlesbrough 0 at Bolton Wanderers 1
- 1996-02-16 30y Bolton Wanderers 4 at Middlesbrough 1
- 1995-03-11 31y Middlesbrough 0 at Bolton Wanderers 1
- 1994-08-27 32y Bolton Wanderers 0 at Middlesbrough 1
- 1994-04-23 32y Middlesbrough 1 at Bolton Wanderers 4
- 1993-11-21 32y Bolton Wanderers 1 at Middlesbrough 0
- 1980-04-08 46y Middlesbrough 2 at Bolton Wanderers 2
- 1979-12-21 46y Bolton Wanderers 1 at Middlesbrough 3
- 1979-04-14 47y Middlesbrough 0 at Bolton Wanderers 0
- 1978-12-26 47y Bolton Wanderers 1 at Middlesbrough 1
- 1953-02-18 73y Middlesbrough 3 at Bolton Wanderers 5
- 1952-09-27 74y Bolton Wanderers 2 at Middlesbrough 1
- 1952-04-23 74y Bolton Wanderers 0 at Middlesbrough 2
- 1951-09-03 75y Middlesbrough 1 at Bolton Wanderers 3
- 1951-04-07 75y Bolton Wanderers 1 at Middlesbrough 1
- 1950-11-18 75y Middlesbrough 2 at Bolton Wanderers 0
- 1950-04-08 76y Bolton Wanderers 0 at Middlesbrough 2
- 1949-10-22 77y Middlesbrough 2 at Bolton Wanderers 1
- 1949-03-12 77y Middlesbrough 1 at Bolton Wanderers 4
- 1948-10-16 78y Bolton Wanderers 0 at Middlesbrough 5
- 1948-02-14 78y Bolton Wanderers 1 at Middlesbrough 4
- 1947-09-27 79y Middlesbrough 3 at Bolton Wanderers 1
- 1947-02-15 79y Bolton Wanderers 1 at Middlesbrough 3
- 1946-10-12 80y Middlesbrough 1 at Bolton Wanderers 1