42%
23%
36%
| Comp | Season | Date | Home | Score | Away | Scorers | Video | Attendance | Result |
|---|---|---|---|---|---|---|---|---|---|
| L1 | 2023-2024 | 13/04/2024 | Bolton Wanderers | 1-1 | Portsmouth | Aaron Collins | Highlights | 25,738 | Draw |
| L1 | 2023-2024 | 11/12/2023 | Portsmouth | 2-0 | Bolton Wanderers | Highlights | 19,052 | Loss | |
| L1 | 2022-2023 | 28/02/2023 | Portsmouth | 3-1 | Bolton Wanderers | Dion Charles | Highlights | 17,132 | Loss |
| L1 | 2022-2023 | 14/01/2023 | Bolton Wanderers | 3-0 | Portsmouth | Dion Charles, Kieran Lee, Eoin Toal | Highlights | 17,977 | Win |
| EFLQF | 2022-2023 | 10/01/2023 | Bolton Wanderers | 1-0 | Portsmouth | Jon Dadi Bodvarsson | Highlights | 4,413 | Win |
| L1 | 2021-2022 | 26/03/2022 | Bolton Wanderers | 1-1 | Portsmouth | Keiran Sadlier | Highlights | 13,809 | Draw |
| L1 | 2021-2022 | 30/10/2021 | Portsmouth | 1-0 | Bolton Wanderers | Highlights | 16,231 | Loss | |
| L1 | 2019-2020 | 18/01/2020 | Bolton Wanderers | 0-1 | Portsmouth | Highlights | 13,407 | Loss | |
| L1 | 2019-2020 | 28/09/2019 | Portsmouth | 1-0 | Bolton Wanderers | Highlights | 18,382 | Loss | |
| PL | 2009-2010 | 24/04/2010 | Bolton Wanderers | 2-2 | Portsmouth | Klasnic, Davies K | 20,526 | Draw | |
| PL | 2009-2010 | 12/09/2009 | Portsmouth | 2-3 | Bolton Wanderers | Cohen, Taylor (pen), Cahill | 17,564 | Win | |
| PL | 2008-2009 | 18/04/2009 | Portsmouth | 1-0 | Bolton Wanderers | 20,158 | Loss | ||
| PL | 2008-2009 | 20/12/2008 | Bolton Wanderers | 2-1 | Portsmouth | Taylor, Gardner | 19,884 | Win | |
| PL | 2007-2008 | 09/02/2008 | Bolton Wanderers | 0-1 | Portsmouth | 18,544 | Loss | ||
| PL | 2007-2008 | 18/08/2007 | Portsmouth | 3-1 | Bolton Wanderers | Anelka | 17,108 | Loss | |
| PL | 2006-2007 | 30/12/2006 | Bolton Wanderers | 3-2 | Portsmouth | Faye, Campo, Anelka | 22,447 | Win | |
| PL | 2006-2007 | 25/09/2006 | Portsmouth | 0-1 | Bolton Wanderers | Nolan | 19,105 | Win | |
| PL | 2005-2006 | 01/02/2006 | Portsmouth | 1-1 | Bolton Wanderers | Fadiga | 19,128 | Draw | |
| PL | 2005-2006 | 24/09/2005 | Bolton Wanderers | 1-0 | Portsmouth | Nolan | 23,134 | Win | |
| PL | 2004-2005 | 07/05/2005 | Portsmouth | 1-1 | Bolton Wanderers | Diouf | 20,188 | Draw | |
| PL | 2004-2005 | 27/11/2004 | Bolton Wanderers | 0-1 | Portsmouth | 25,008 | Loss | ||
| PL | 2003-2004 | 17/01/2004 | Bolton Wanderers | 1-0 | Portsmouth | Davies K | Highlights | 26,558 | Win |
| PL | 2003-2004 | 26/08/2003 | Portsmouth | 4-0 | Bolton Wanderers | 20,113 | Loss | ||
| D1 | 2000-2001 | 13/02/2001 | Portsmouth | 1-2 | Bolton Wanderers | Ricketts, Hansen | 11,377 | Win | |
| D1 | 2000-2001 | 16/09/2000 | Bolton Wanderers | 2-0 | Portsmouth | Holdsworth, Ricketts | 14,113 | Win | |
| D1 | 1999-2000 | 22/02/2000 | Bolton Wanderers | 3-0 | Portsmouth | Taylor B, Jensen, Elliott R | 12,672 | Win | |
| D1 | 1999-2000 | 27/11/1999 | Portsmouth | 0-0 | Bolton Wanderers | 10,431 | Draw | ||
| D1 | 1998-1999 | 09/05/1999 | Portsmouth | 0-2 | Bolton Wanderers | Johansen, Gudjohnsen | 16,015 | Win | |
| D1 | 1998-1999 | 19/12/1998 | Bolton Wanderers | 3-1 | Portsmouth | Taylor B, Frandsen, Holdsworth | 15,981 | Win | |
| D1 | 1996-1997 | 11/01/1997 | Portsmouth | 0-3 | Bolton Wanderers | Blake 2, Johansen | 10,467 | Win | |
| D1 | 1996-1997 | 14/09/1996 | Bolton Wanderers | 2-0 | Portsmouth | Blake, Fairclough | 14,248 | Win | |
| D1 | 1994-1995 | 25/03/1995 | Portsmouth | 1-1 | Bolton Wanderers | Paatelainen | 7,765 | Draw | |
| FAC3 | 1994-1995 | 07/01/1995 | Portsmouth | 3-1 | Bolton Wanderers | Sneekes | 9,721 | Loss | |
| D1 | 1994-1995 | 17/09/1994 | Bolton Wanderers | 1-1 | Portsmouth | McGinlay | 11,284 | Draw | |
| D1 | 1993-1994 | 04/04/1994 | Bolton Wanderers | 1-1 | Portsmouth | McGinlay | 9,560 | Draw | |
| D1 | 1993-1994 | 28/12/1993 | Portsmouth | 0-0 | Bolton Wanderers | 14,276 | Draw | ||
| D2 | 1975-1976 | 07/02/1976 | Portsmouth | 0-1 | Bolton Wanderers | Went (og) | 8,958 | Win | |
| D2 | 1975-1976 | 04/11/1975 | Bolton Wanderers | 4-1 | Portsmouth | Jones P, Jones G 2, Whatmore | 18,538 | Win | |
| D2 | 1974-1975 | 14/12/1974 | Portsmouth | 2-0 | Bolton Wanderers | 7,612 | Loss | ||
| D2 | 1974-1975 | 17/08/1974 | Bolton Wanderers | 3-0 | Portsmouth | Jones P 2, Byrom | 12,776 | Win | |
| D2 | 1973-1974 | 29/12/1973 | Bolton Wanderers | 4-0 | Portsmouth | Jones G (pen), Byrom, Whatmore 2 | 13,684 | Win | |
| D2 | 1973-1974 | 08/09/1973 | Portsmouth | 0-2 | Bolton Wanderers | Byrom 2 | 13,367 | Win | |
| D2 | 1970-1971 | 19/12/1970 | Bolton Wanderers | 1-1 | Portsmouth | Manning | 5,813 | Draw | |
| D2 | 1970-1971 | 22/08/1970 | Portsmouth | 4-0 | Bolton Wanderers | 15,743 | Loss | ||
| D2 | 1969-1970 | 10/01/1970 | Portsmouth | 1-1 | Bolton Wanderers | Byrom | 10,464 | Draw | |
| D2 | 1969-1970 | 20/09/1969 | Bolton Wanderers | 0-1 | Portsmouth | 10,579 | Loss | ||
| D2 | 1968-1969 | 22/02/1969 | Portsmouth | 2-2 | Bolton Wanderers | Wharton, Taylor G | 16,500 | Draw | |
| D2 | 1968-1969 | 07/12/1968 | Bolton Wanderers | 1-0 | Portsmouth | Taylor G | 7,805 | Win | |
| D2 | 1967-1968 | 13/04/1968 | Bolton Wanderers | 1-2 | Portsmouth | Smith (og) | 7,833 | Loss | |
| D2 | 1967-1968 | 18/11/1967 | Portsmouth | 3-0 | Bolton Wanderers | 21,437 | Loss | ||
| D2 | 1966-1967 | 08/04/1967 | Bolton Wanderers | 0-1 | Portsmouth | 11,281 | Loss | ||
| D2 | 1966-1967 | 12/11/1966 | Portsmouth | 2-1 | Bolton Wanderers | Lee F | 12,665 | Loss | |
| D2 | 1965-1966 | 19/02/1966 | Portsmouth | 1-0 | Bolton Wanderers | 11,995 | Loss | ||
| D2 | 1965-1966 | 04/09/1965 | Bolton Wanderers | 2-0 | Portsmouth | Lee F, Hill | 12,107 | Win | |
| D2 | 1964-1965 | 03/04/1965 | Portsmouth | 3-0 | Bolton Wanderers | 11,214 | Loss | ||
| D2 | 1964-1965 | 21/11/1964 | Bolton Wanderers | 3-2 | Portsmouth | Lee F, Hill, Davies W | 13,181 | Win | |
| D1 | 1958-1959 | 18/04/1959 | Portsmouth | 0-1 | Bolton Wanderers | Lofthouse | 14,161 | Win | |
| D1 | 1958-1959 | 29/11/1958 | Bolton Wanderers | 2-1 | Portsmouth | Stevens D, Lofthouse | 20,624 | Win | |
| D1 | 1957-1958 | 08/02/1958 | Portsmouth | 2-2 | Bolton Wanderers | Parry R, Hennin | 21,950 | Draw | |
| D1 | 1957-1958 | 28/09/1957 | Bolton Wanderers | 1-0 | Portsmouth | Stevens D | 13,184 | Win | |
| D1 | 1956-1957 | 13/04/1957 | Bolton Wanderers | 1-1 | Portsmouth | Parry R | 16,969 | Draw | |
| D1 | 1956-1957 | 01/12/1956 | Portsmouth | 1-1 | Bolton Wanderers | Stevens D | 19,021 | Draw | |
| D1 | 1955-1956 | 14/01/1956 | Bolton Wanderers | 4-0 | Portsmouth | Gubbins, Parry R, Lofthouse, Edwards G B | 24,093 | Win | |
| D1 | 1955-1956 | 10/09/1955 | Portsmouth | 3-3 | Bolton Wanderers | Lofthouse 2, Stevens D | 30,904 | Draw | |
| D1 | 1954-1955 | 15/09/1954 | Portsmouth | 1-0 | Bolton Wanderers | 24,113 | Loss | ||
| D1 | 1954-1955 | 06/09/1954 | Bolton Wanderers | 3-1 | Portsmouth | Lofthouse 2, Hassall | 26,629 | Win | |
| D1 | 1953-1954 | 27/03/1954 | Portsmouth | 3-2 | Bolton Wanderers | Moir, Parry R | 22,784 | Loss | |
| FAC5R | 1953-1954 | 24/02/1954 | Portsmouth | 1-2 | Bolton Wanderers | Willie Moir, Willie Moir | Highlights | 45,806 | Win |
| FAC5 | 1953-1954 | 20/02/1954 | Bolton Wanderers | 0-0 | Portsmouth | 53,883 | Draw | ||
| D1 | 1953-1954 | 07/11/1953 | Bolton Wanderers | 6-1 | Portsmouth | Doug Holden, Nat Lofthouse, Nat Lofthouse, Harold Hassall, Harold Hassal, Harold Hassall | 22,441 | Win | |
| D1 | 1952-1953 | 07/02/1953 | Portsmouth | 3-1 | Bolton Wanderers | Parry R | 25,240 | Loss | |
| D1 | 1952-1953 | 20/09/1952 | Bolton Wanderers | 0-5 | Portsmouth | 29,590 | Loss | ||
| D1 | 1951-1952 | 22/03/1952 | Portsmouth | 3-0 | Bolton Wanderers | 31,135 | Loss | ||
| D1 | 1951-1952 | 03/11/1951 | Bolton Wanderers | 0-3 | Portsmouth | 26,299 | Loss | ||
| D1 | 1950-1951 | 24/02/1951 | Portsmouth | 2-1 | Bolton Wanderers | Lofthouse | 27,222 | Loss | |
| D1 | 1950-1951 | 07/10/1950 | Bolton Wanderers | 4-0 | Portsmouth | Lofthouse 2, Webster 2 | 36,995 | Win | |
| D1 | 1949-1950 | 04/02/1950 | Bolton Wanderers | 1-0 | Portsmouth | Lofthouse | 32,441 | Win | |
| D1 | 1949-1950 | 24/09/1949 | Portsmouth | 1-1 | Bolton Wanderers | Lofthouse | 35,188 | Draw | |
| D1 | 1948-1949 | 23/04/1949 | Bolton Wanderers | 1-2 | Portsmouth | Roberts J | 31,063 | Loss | |
| D1 | 1948-1949 | 30/10/1948 | Portsmouth | 0-0 | Bolton Wanderers | 29,760 | Draw | ||
| D1 | 1947-1948 | 17/01/1948 | Portsmouth | 2-0 | Bolton Wanderers | 25,347 | Loss | ||
| D1 | 1947-1948 | 06/09/1947 | Bolton Wanderers | 4-0 | Portsmouth | Burgess 2, Middlebrough, Flewin (og) | 26,597 | Win | |
| D1 | 1946-1947 | 04/01/1947 | Portsmouth | 2-0 | Bolton Wanderers | 25,221 | Loss | ||
| D1 | 1946-1947 | 07/09/1946 | Bolton Wanderers | 1-0 | Portsmouth | Moir | 33,597 | Win | |
| D1 | 1938-1939 | 31/12/1938 | Bolton Wanderers | 5-1 | Portsmouth | Goslin (pen), Hunt G 2, Grosvenor, Roberts J | 15,679 | Win | |
| D1 | 1938-1939 | 03/09/1938 | Portsmouth | 2-1 | Bolton Wanderers | Grosvenor | 28,452 | Loss | |
| D1 | 1937-1938 | 16/04/1938 | Bolton Wanderers | 1-1 | Portsmouth | Goslin (pen) | 21,854 | Draw | |
| D1 | 1937-1938 | 04/12/1937 | Portsmouth | 1-1 | Bolton Wanderers | Westwood | 14,508 | Draw | |
| D1 | 1936-1937 | 03/04/1937 | Bolton Wanderers | 1-0 | Portsmouth | Howe | 22,552 | Win | |
| D1 | 1936-1937 | 28/11/1936 | Portsmouth | 1-1 | Bolton Wanderers | Milsom | 18,259 | Draw | |
| D1 | 1935-1936 | 02/05/1936 | Portsmouth | 2-1 | Bolton Wanderers | Hurst | 13,314 | Loss | |
| D1 | 1935-1936 | 01/01/1936 | Bolton Wanderers | 4-0 | Portsmouth | Milsom 2 (1 pen), Westwood 2 | 28,300 | Win | |
| FACQF | 1933-1934 | 03/03/1934 | Bolton Wanderers | 0-3 | Portsmouth | 52,181 | Loss | ||
| D1 | 1932-1933 | 22/02/1933 | Bolton Wanderers | 4-1 | Portsmouth | Westwood, Gibson, Milsom 2 | 3,101 | Win | |
| D1 | 1932-1933 | 08/10/1932 | Portsmouth | 2-1 | Bolton Wanderers | Westwood | 17,397 | Loss | |
| D1 | 1931-1932 | 09/03/1932 | Portsmouth | 3-2 | Bolton Wanderers | Wright W, Cook | 7,974 | Loss | |
| D1 | 1931-1932 | 12/09/1931 | Bolton Wanderers | 4-0 | Portsmouth | Butler W 2, Walters, Gibson | 12,258 | Win | |
| D1 | 1930-1931 | 18/04/1931 | Portsmouth | 1-0 | Bolton Wanderers | 12,519 | Loss | ||
| D1 | 1930-1931 | 13/12/1930 | Bolton Wanderers | 3-1 | Portsmouth | Cook 2, Butler W | 13,345 | Win | |
| D1 | 1929-1930 | 05/02/1930 | Portsmouth | 3-0 | Bolton Wanderers | 13,155 | Loss | ||
| D1 | 1929-1930 | 21/09/1929 | Bolton Wanderers | 2-1 | Portsmouth | Blackmore 2 | 13,491 | Win | |
| FACF | 1928-1929 | 27/04/1929 | Bolton Wanderers | 2-0 | Portsmouth | Butler W, Blackmore (played at Wembley Stadium) | Highlights | 92,576 | Win |
| D1 | 1928-1929 | 23/02/1929 | Portsmouth | 4-4 | Bolton Wanderers | Gibson 2, Blackmore, Butler W | 15,068 | Draw | |
| D1 | 1928-1929 | 13/10/1928 | Bolton Wanderers | 4-2 | Portsmouth | Butler W, Blackmore 3 | 16,101 | Win | |
| D1 | 1927-1928 | 31/03/1928 | Portsmouth | 1-0 | Bolton Wanderers | 21,846 | Loss | ||
| D1 | 1927-1928 | 19/11/1927 | Bolton Wanderers | 3-1 | Portsmouth | Jack D, Wright W, Blackmore | 14,302 | Win |