| Date | Competition | Venue | Result | Crowd | Scorers (Dundee) | Scorers (United) |
| 21 Nov 1925 | Division One | Dens | 0–0 | 18,000 | — | — |
| 4 Jan 1926 | Division One | Tannadice | 0–1 | 20,059 | McLean | — |
| 28 Aug 1926 | Division One | Dens | 5–0 | 20,000 | Andy Campbell (4), Jim Meagher | — |
| 3 Jan 1927 | Division One | Tannadice | 1–0 | 20,000 | — | Jock Kay |
| 4 Feb 1928 | Scottish Cup round 2 | Tannadice | 3–3 | 20,365 | Lawley, Whitlow (2) | Jacky Kay, Hutchison (2) |
| 8 Feb 1928 | Scottish Cup round 2 | Dens | 1–0 | 12,839 | Willie O'Hare | — |
| 16 Feb 1929 | Scottish Cup round 3 | Dens | 1–1 | 24,000 | Lawley | Hutchison |
| 20 Feb 1929 | Scottish Cup round 3 | Tannadice | 1–0 | 14,000 | — | Henderson |
| 31 Aug 1929 | Division One | Dens | 1–0 | 14,200 | Frank Townrow | — |
| 11 Jan 1930 | Division One | Tannadice | 0–1 | 16,000 | Andy Campbell | — |
| 12 Sep 1931 | Division One | Dens | 1–1 | 17,000 | Andy Campbell | Brant |
| 2 Jan 1932 | Division One | Tannadice | 0–3 | 16,000 | Andy Campbell (2), Davie Balfour | — |
| 17 Sep 1938 | Division Two | Tannadice | 3–0 | 10,523 | — | Woolley (2), Meikleham |
| 18 Mar 1939 | Division Two | Dens | 2–0 | 12,500 | McGillivray, Bobby Wilson | — |
| 24 Aug 1946 | Division Two | Tannadice | 1–2 | 21,000 | Juliussen, Turnbull | Mackay |
| 1 Jan 1947 | Division Two | Dens | 2–0 | 24,000 | Turnbull, Ernie Ewen | — |
| 27 Jan 1951 | Scottish Cup round 1 | Dens | 2–2 | 38,000 | Boyd, Ernie Ewen | McKay, Dunsmore |
| 31 Jan 1951 | Scottish Cup round 1 | Tannadice | 0–1 | 22,000 | Steel | — |
| 4 Feb 1956 | Scottish Cup round 5 | Tannadice | 2–2 | 20,000 | Ian Stables, Merchant | Milne (2) |
| 8 Feb 1956 | Scottish Cup round 5 | Dens | 3–0 | 17,000 | Merchant, Ian Stables, Henderson | — |
| 12 Sep 1956 | League Cup QF-1 | Dens | 7–3 | 20,000 | Black, George Christie, Jimmy Chalmers (3), George O'Hara, Merchant |
Sturrock, Reid (2) |
| 15 Sep 1956 | League Cup QF-2 | Tannadice | 2–1 | 14,000 | Merchant | Reid, Milne |
| 17 Sep 1960 | Division One | Tannadice | 3–1 | 20,000 | Penman | Briggs, Campbell (2) |
| 7 Jan 1961 | Division One | Dens | 3–0 | 22,000 | Wishart (2), Adamson | — |
| 9 Sep 1961 | Division One | Dens | 4–1 | 18,765 | Penman, Smith, Briggs (o.g.), Robertson | Gillespie |
| 9 Apr 1962 | Division One | Tannadice | 1–2 | 21,138 | Gilzean (2) | Irvine |
| 11 Aug 1962 | League Cup Group 2 | Tannadice | 3–2 | 22,917 | Gilzean (2) | Carlyle (2), Irvine |
| 25 Aug 1962 | League Cup Group 2 | Dens | 2–1 | 18,493 | Smith (2) | Irvine |
| 15 Sep 1962 | Division One | Tannadice | 1–1 | 15,627 | Cousin | Carlyle |
| 17 Apr 1963 | Division One | Dens | 1–2 | 14,967 | Waddell | Mochan, Mitchell |
| 14 Sep 1963 | Division One | Dens | 1–1 | 20,945 | Gilzean | Mitchell |
| 2 Jan 1964 | Division One | Tannadice | 2–1 | 21,255 | Gilzean | Mitchell (2) |
| 8 Aug 1964 | League Cup Group 4 | Dens | 2–3 | 16,773 | Penman, Waddell | Gillespie, Thom, Munro |
| 22 Aug 1964 | League Cup Group 4 | Tannadice | 2–1 | 14,519 | Stuart | Graham, Munro |
| 12 Sep 1964 | Division One | Tannadice | 1–4 | 16,838 | Cousin, Waddell, Scott (2) | Thom |
| 24 Mar 1965 | Division One | Dens | 2–4 | 16,958 | Cooke, Cameron | Persson (2), Gillespie, Døssing |
| 18 Aug 1965 | League Cup Group 1 | Dens | 0–0 | 23,095 | — | — |
| 1 Sep 1965 | League Cup Group 1 | Tannadice | 1–3 | 18,705 | Cameron (2), Murray | Mitchell |
| 11 Sep 1965 | Division One | Dens | 0–5 | 15,058 | — | Døssing (3), Gillespie, Wing |
| 3 Jan 1966 | Division One | Tannadice | 2–1 | 21,325 | Murray | Mitchell, Seemann |
| 13 Aug 1966 | League Cup Group 1 | Tannadice | 2–0 | 13,867 | — | Persson, Hainey |
| 27 Aug 1966 | League Cup Group 1 | Dens | 1–1 | 10,087 | Penman | Hainey |
| 17 Sep 1966 | Division One | Tannadice | 1–4 | 10,198 | Cameron, Penman (2), McKay | Mitchell |
| 3 Jan 1967 | Division One | Dens | 2–3 | 17,286 | Scott, Bryce | Graham (3) |
| 16 Sep 1967 | Division One | Dens | 2–2 | 13,186 | McLean, Scott | Briggs, Millar |
| 2 Jan 1968 | Division One | Tannadice | 0–0 | 14,014 | — | — |
| 14 Sep 1968 | Division One | Tannadice | 3–1 | 13,942 | Georgeson | Mitchell, Wood, Cameron |
| 2 Jan 1969 | Division One | Dens | 1–2 | 19,549 | Bryce | Mitchell, Hogg |
| 20 Sep 1969 | Division One | Dens | 1–2 | 11,888 | Wallace | Gordon, Gillespie |
| 3 Jan 1970 | Division One | Tannadice | 4–1 | 16,891 | Wallace | Cameron (2), og, Wilson |
| 12 Sep 1970 | Division One | Tannadice | 3–2 | 12,319 | Gilroy, Scott | Cameron, Gillespie, Gordon |
| 5 Apr 1971 | Division One | Dens | 2–3 | 11,590 | Scott, Steele | Cameron, Gordon, Reid |
| 11 Sep 1971 | Division One | Dens | 6–4 | 13,818 | Bryce (2), Scott (2), Wallace (2) | Gordon, Rolland (2), Smith |
| 3 Jan 1972 | Division One | Tannadice | 1–1 | 16,954 | Steele | Cameron |
| 16 Sep 1972 | Division One | Tannadice | 2–1 | 12,071 | Ford | Gardner, White |
| 6 Jan 1973 | Division One | Dens | 3–0 | 13,570 | Duncan (2), Houston | — |
| 15 Sep 1973 | Division One | Dens | 0–1 | 12,092 | — | Smith |
| 5 Jan 1974 | Division One | Tannadice | 1–2 | 12,087 | Duncan (2) | Gardner |
| 14 Sep 1974 | Division One | Tannadice | 3–0 | 10,857 | — | Gray (2), Munro |
| 4 Jan 1975 | Division One | Dens | 2–0 | 16,184 | Wallace, Anderson | — |
| 18 Oct 1975 | Premier Division | Tannadice | 1–2 | 11,327 | Wallace, Wilson Hoggan | Houston |
| 20 Dec 1975 | Premier Division | Dens | 0–0 | 9,957 | — | — |
| 28 Feb 1976 | Premier Division | Tannadice | 1–0 | 10,199 | — | McAdam |
| 21 Apr 1976 | Premier Division | Dens | 2–1 | 13,768 | Gemmell, Sinclair | Hall |
| 11 Aug 1979 | Premier Division | Tannadice | 3–0 | 17,968 | — | Sturrock, Kirkwood, Stark |
| 20 Oct 1979 | Premier Division | Dens | 1–0 | 16,305 | Sinclair | — |
| 22 Dec 1979 | Premier Division | Tannadice | 2–0 | 15,431 | — | Holt, Pettigrew |
| 30 Jan 1980 | Scottish Cup round 3 | Tannadice | 5–1 | 18,604 | Pirie | Pettigrew (4), Sturrock |
| 1 Mar 1980 | Premier Division | Dens | 1–1 | 15,110 | Shirra | Sturrock |
| 6 Dec 1980 | League Cup Final | Dens | 0–3 | 24,466 | — | Dodds, Sturrock (2) |
| 12 Sep 1981 | Premier Division | Tannadice | 5–2 | 15,696 | I. Ferguson, Mackie | Kirkwood, Sturrock (2), Milne, Bannon |
| 14 Nov 1981 | Premier Division | Dens | 1–3 | 15,578 | I. Ferguson | Milne, Sturrock (2) |
| 10 Mar 1982 | Premier Division | Tannadice | 1–1 | 13,790 | I. Ferguson | McKimmie (o.g.) |
| 3 Apr 1982 | Premier Division | Dens | 0–2 | 12,602 | — | Bannon, Sturrock |
| 30 Oct 1982 | Premier Division | Tannadice | 1–0 | 14,959 | — | Dodds |
| 1 Jan 1983 | Premier Division | Dens | 0–2 | 18,109 | — | Milne (2) |
| 12 Mar 1983 | Premier Division | Tannadice | 5–3 | 13,448 | Fraser, I. Ferguson, Kidd | Gough (2), Reilly, Hegarty, Dodds |
| 14 May 1983 | Premier Division | Dens | 1–2 | 29,106 | I. Ferguson | Milne, Bannon |
| 3 Sep 1983 | Premier Division | Dens | 1–4 | 13,651 | McCall | Reilly (2), Milne, Stark |
| 5 Nov 1983 | Premier Division | Tannadice | 0–1 | 14,813 | Mackie | — |
| 2 Apr 1984 | Premier Division | Dens | 2–5 | 12,732 | I. Ferguson (2) | Malpas, Reilly, Dodds, Bannon, Milne |
| 21 Apr 1984 | Premier Division | Tannadice | 1–1 | 13,244 | McCall | Clark |
| 8 Sep 1984 | Premier Division | Tannadice | 3–4 | 14,190 | McWilliams, McKinlay, Harris, Brown | Clark (2), Sturrock |
| 10 Nov 1984 | Premier Division | Dens | 0–2 | 14,423 | — | Gough, Coyne |
| 3 Apr 1985 | Premier Division | Tannadice | 4–0 | 15,167 | — | Bannon, Sturrock, Taylor, Dodds |
| 11 May 1985 | Premier Division | Dens | 1–0 | 13,426 | Connor | — |
| 24 Aug 1985 | Premier Division | Tannadice | 2–0 | 13,736 | — | Beedie, Sturrock |
| 16 Nov 1985 | Premier Division | Dens | 0–3 | 11,736 | — | Hegarty (2), Kirkwood |
| 28 Dec 1985 | Premier Division | Tannadice | 0–0 | 14,869 | — | — |
| 29 Mar 1986 | Premier Division | Dens | 0–1 | 15,079 | — | Gough |
| 6 Sep 1986 | Premier Division | Dens | 0–2 | 12,379 | — | Milne, Bannon |
| 8 Nov 1986 | Premier Division | Tannadice | 0–3 | 11,728 | Harvey (2), Shannon | — |
| 10 Mar 1987 | Premier Division | Dens | 1–1 | 11,615 | Brown | Gallacher |
| 28 Mar 1987 | Premier Division | Tannadice | 1–1 | 12,220 | Rafferty | Glennie (o.g.) |
| 11 Apr 1987 | Scottish Cup semi-final | Tynecastle | 3–2 | 13,319 | Coyne, Wright | I. Ferguson (2), Hegarty |
| 2 Sep 1987 | League Cup quarter-final | Dens | 2–1 a.e.t. | 19,867 | Coyne, Wright | I. Ferguson |
| 3 Oct 1987 | Premier Division | Dens | 1–1 | 11,497 | Coyne | I. Ferguson |
| 28 Nov 1987 | Premier Division | Tannadice | 1–3 | 13,626 | Coyne (2), Wright | Clark |
| 16 Jan 1988 | Premier Division | Dens | 0–2 | 13,644 | — | Paatelainen, Bannon |
| 12 Mar 1988 | Scottish Cup quarter-final | Dens | 0–0 | 19,355 | — | — |
| 15 Mar 1988 | Scottish Cup quarter-final | Tannadice | 2–2 a.e.t. | 19,102 | Harvey (2) | Bannon (2) |
| 28 Mar 1988 | Scottish Cup quarter-final replay | Dens | 0–3 | 19,152 | — | McLeod, Redford, I. Ferguson |
| 2 Apr 1988 | Premier Division | Tannadice | 1–0 | 13,876 | — | French |
| 3 Sep 1988 | Premier Division | Dens | 0–3 | 14,927 | — | Paatelainen (2), Gallacher |
| 5 Nov 1988 | Premier Division | Tannadice | 2–0 | 14,882 | — | Meade, Paatelainen |
| 7 Jan 1989 | Premier Division | Dens | 0–1 | 16,332 | — | French |
| 28 Jan 1989 | Scottish Cup round 3 | Dens | 1–2 | 18,117 | Angus | Bowman, Meade |
| 8 Apr 1989 | Premier Division | Tannadice | 2–1 | 11,912 | Saunders | Sturrock, Gallacher |
| 19 Aug 1989 | Premier Division | Dens | 4–3 | 13,623 | Wright(3), McBride | Malpas, O'Neill, Paatelainen |
| 28 Oct 1989 | Premier Division | Tannadice | 0–0 | 11,528 | — | — |
| 30 Dec 1989 | Premier Division | Dens | 1–1 | 12,805 | Chisholm | Jackson |
| 20 Jan 1990 | Scottish Cup round 3 | Dens | 0–0 | 14,276 | — | — |
| 23 Jan 1990 | Scottish Cup round 3 | Tannadice | 1–0 | 15,503 | — | Clark |
| 24 Mar 1990 | Premier Division | Tannadice | 1–2 | 11,918 | Wright, Shannon | Connolly |
| 13 Mar 1991 | Scottish Cup quarter-final | Tannadice | 3–1 | 16,228 | Dodds | McKinnon, Jackson, D. Ferguson |
| 19 Sep 1992 | Premier Division | Tannadice | 0–1 | 12,622 | Dodds | — |
| 21 Nov 1992 | Premier Division | Dens | 1–3 | 11,116 | Dodds | Bollan, Connolly, Clark |
| 27 Feb 1993 | Premier Division | Tannadice | 1–0 | 12,140 | — | D. Ferguson |
| 20 Apr 1993 | Premier Division | Dens | 0–4 | 9,589 | — | Connolly, Dailly (2), Bollan |
| 11 Sep 1993 | Premier Division | Tannadice | 1–0 | 10,283 | — | McLaren |
| 7 Dec 1993 | Premier Division | Dens | 1–2 | 9,256 | Farningham | Brewster, Connolly |
| 5 Feb 1994 | Premier Division | Tannadice | 1–1 | 10,622 | Ristić | Connolly |
| 29 Mar 1994 | Premier Division | Dens | 1–1 | 7,645 | Duffy | Brewster |
| 30 Sep 1995 | First Division | Dens | 2–3 | 10,395 | Hamilton (2) | McKinlay (3) |
| 18 Nov 1995 | First Division | Tannadice | 2–3 | 10,682 | Shaw (2), Wieghorst | Brewster, Malpas |
| 9 Jan 1996 | First Division | Dens | 0–2 | 9,199 | — | Winters (2) |
| 16 Mar 1996 | First Division | Tannadice | 2–0 | 9,669 | — | Brewster, McSwegan |
| 3 Sep 1996 | League Cup round 3 | Tannadice | 2–2 (2–4 p) | 11,839 | Hamilton (2) | Coyle, McSwegan |
| 19 Sep 1998 | Premier League | Dens | 2–2 | 12,081 | Annand, Adamczuk | McSwegan, Olofsson |
| 22 Nov 1998 | Premier League | Tannadice | 0–1 | 11,230 | Grady | — |
| 2 Jan 1999 | Premier League | Dens | 1–3 | 11,751 | McSkimming | Dodds, Thompson, Olofsson |
| 1 May 1999 | Premier League | Tannadice | 0–2 | 12,280 | Irvine, Grady | — |
| 31 Jul 1999 | Premier League | Tannadice | 2–1 | 11,693 | Falconer | Skoldmark, Ferraz |
| 17 Oct 1999 | Premier League | Dens | 0–2 | 9,484 | — | Dodds, Thompson |
| 12 Dec 1999 | Premier League | Tannadice | 1–0 | 9,185 | — | Ferraz |
| 6 May 2000 | Premier League | Dens | 3–0 | 8,581 | Falconer (2), Grady | — |
| 20 Sep 2000 | Premier League | Dens | 3–0 | 9,838 | Sara (3) | — |
| 11 Nov 2000 | Premier League | Tannadice | 0–2 | 11,454 | Caniggia, Nemsadze | — |
| 31 Jan 2001 | Premier League | Dens | 2–3 | 11,724 | Caniggia, Falconer | Davidson, Easton, Lauchlan |
| 28 Jul 2001 | Premier League | Tannadice | 2–2 | 13,327 | Sara, Rae | Miller, Hamilton |
| 3 Nov 2001 | Premier League | Dens | 1–1 | 11,751 | Carranza | Miller |
| 19 Jan 2002 | Premier League | Tannadice | 1–0 | 12,851 | — | McIntyre |
| 20 Apr 2002 | Premier League | Dens | 0–1 | 10,087 | — | Wilkie (o.g.) |
| 31 Aug 2002 | Premier League | Tannadice | 0–0 | 12,402 | — | — |
| 23 Nov 2002 | Premier League | Dens | 3–2 | 11,539 | Caballero (2), Hernandez | Hamilton, McIntyre |
| 9 Feb 2003 | Premier League | Tannadice | 1–1 | 10,457 | Novo | Mackay (o.g.) |
| 26 Oct 2003 | Premier League | Tannadice | 1–1 | 12,292 | Novo | McIntyre |
| 25 Jan 2004 | Premier League | Dens | 2–1 | 10,747 | Novo, Lovell | Dodds |
| 11 Apr 2004 | Premier League | Tannadice | 2–2 | 9,571 | Lovell, Milne | Dodds (2) |
| 15 Aug 2004 | Premier League | Tannadice | 1–2 | 11,118 | Lovell, Sutton | Archibald |
| 6 Nov 2004 | Premier League | Dens | 1–0 | 9,845 | Sutton | — |
| 29 Jan 2005 | Premier League | Tannadice | 2–2 | 12,703 | McManus, Lovell | Duff, McIntyre |
| 30 Apr 2005 | Premier League | Dens | 1–2 | 11,263 | Lovell | Wilson, McIntyre |
| 19 Aug 2012 | Premier League | Tannadice | 3–0 | 13,538 | — | Gunning, Russell (2) |
| 9 Dec 2012 | Premier League | Dens | 0–3 | 11,419 | — | Watson, Daly, Flood |
| 3 Mar 2013 | Scottish Cup quarter-final | Dens | 1–2 | 10,191 | McAlister | McLean, Mackay-Steven |
| 17 Mar 2013 | Premier League | Tannadice | 1–1 | 10,731 | Conroy | Gardyne |
| 21 Sep 2014 | Premiership | Dens | 1–4 | 11,447 | Stewart | Bilate, Dow, Morris, Watson |
| 24 Sep 2014 | League Cup round 3 | Tannadice | 1–0 | 13,041 | — | Fojut |
| 1 Jan 2015 | Premiership | Tannadice | 6–2 | 12,964 | Stewart, Tankulic | Armstrong, Mackay-Steven (2), Erskine, Fojut, Telfer |
| 8 Apr 2015 | Premiership | Dens | 3–1 | 10,515 | Stewart, McPake, Heffernan | Çiftçi |
| 24 May 2015 | Premiership | Tannadice | 3–0 | 10,812 | — | Çiftçi (2), Spittal |
| 11 Aug 2015 | Premiership | Tannadice | 2–2 | 11,835 | Stewart, McPake | Spittal (2) |
| 2 Jan 2016 | Premiership | Dens | 2–1 | 11,025 | Hemmings, Ross | Spittal |
| 20 Mar 2016 | Premiership | Tannadice | 2–2 | 11,603 | Hemmings (2) | McKay (2) |
| 2 May 2016 | Premiership | Dens | 2–1 | 10,088 | Gadzhalov, Wighton | Ofere |
| 30 July 2017 | League Cup Group C | Dens | 1–1 (3–4 p) | 10,460 | O'Hara | McMullan |
| 9 Aug 2017 | League Cup round 2 | Dens | 2–1 | 10,472 | El Bakhtaoui, McGowan | King |
| 30 Aug 2019 | Championship | Tannadice | 6–2 | 14,108 | Hemmings, Nelson | Butcher (2), Appéré, Shankland, Harkes, Smith |
| 8 Nov 2019 | Championship | Dens | 0–2 | 11,233 | — | Clark, Shankland |
| 27 Dec 2019 | Championship | Tannadice | 1–1 | 14,007 | Dorrans | Clark |
| 19 Sept 2021 | Premiership | Tannadice | 1–0 | 12,806 | — | Harkes |
| 1 Feb 2022 | Premiership | Dens | 0–0 | 11,273 | — | — |
| 9 Apr 2022 | Premiership | Tannadice | 2–2 | 10,307 | Mullen, Adam | Clark, Mulgrew |
| 4 Aug 2024 | Premiership | Tannadice | 2–2 | 12,616 | Palmer-Houlden, McCowan | Trapanovski, Thomson |
| 2 Jan 2025 | Premiership | Dens | 1–2 | 11,585 | Murray | Ševelj, Dalby |
| 20 Jan 2025 | Scottish Cup round 4 | Dens | 1–0 | 9,294 | Murray | — |
| 16 Mar 2025 | Premiership | Tannadice | 2–4 | 13,000 | McGhee (2), Tiffoney, Murray | Middleton, Trapanovski |
| 31 Aug 2025 | Premiership | Dens | 0–2 | 10,750 | — | Sapsford, Dolček |
| 3 Jan 2026 | Premiership | Tannadice | 0–1 | 13,495 | Hay | — |
| 15 Mar 2026 | Premiership | Dens | 2–2 | 11,010 | Hay, Graham (o.g.) | Fatah, Stephenson |
| 26 Apr 2026 | Premiership | Tannadice | 3–0 | 13,207 | — | Ferry (2), Strain |
| 22 Aug 2026 | Premiership | Tannadice | 0–2 | 13,337 | Wright, O. Bevan |
— |
| 2 Jan 2027 |
Premiership |
Dens |
|
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| 13 Mar 2027 |
Premiership |
Tannadice |
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