| Sep 15, 1989 Fri | Preseason | Montreal | Detroit | Dufresne-Kocur (6) Chelios-Graves (2) Chelios-Graves (3) |
| Sep 16, 1989 Sat | Preseason | Minnesota | Detroit | (Cheap) Modano-unknown Gaetz-McKay |
| Sep 17, 1989 Sun | Preseason | Minnesota | Detroit | Berezan-Morton (Cheap) Lappin-Chiasson Mini-Brawl at 36:51 McRae-Chiasson (5) Tinordi-McKay (8) |
| Sep 20, 1989 Wed | Preseason | St. Louis | Detroit | Add Fight |
| Sep 22, 1989 Fri | Preseason | Toronto | Detroit | Curran-Morton Domi-Morton (3) Domi-Morton Kordic-Barr |
| Sep 23, 1989 Sat | Preseason | Detroit | Toronto | Gallant-Ramage Gallant-Olczyk |
| Sep 24, 1989 Sun | Preseason | Detroit | St. Louis | Murphy-Wilson Burr-Raglan Brawl Habscheid-Skarda Murphy-Wilson |
| Sep 27, 1989 Wed | Preseason | Detroit | Pittsburgh | Add Fight |
| Sep 30, 1989 Sat | Preseason | Detroit | Montreal | Add Fight |
| Oct 5, 1989 Thu | | Detroit | Calgary | (Cheap) Gallant-unknown Norwood-Murzyn Kocur-Roberts (7) |
| Oct 7, 1989 Sat | | Detroit | Vancouver | Scrum at 40:00 Norwood-Smyl (Cheap) Gallant-unknown |
| Oct 8, 1989 Sun | | Detroit | Los Angeles | (Rough) Zombo-McSorley Robertson-Taylor (2.3) (Rough) Norwood-Miller Nill-Duncanson (6.5) |
| Oct 12, 1989 Thu | | Winnipeg | Detroit | Cronin-Robertson (2.7) Cronin-Nill |
| Oct 14, 1989 Sat | | Buffalo | Detroit | (Cheap) unknown-Graves Hartman-Mokosak Event |
| Oct 15, 1989 Sun | | Detroit | Chicago | (Hit) Salming-Gilbert Gallant-Gilbert (1) |
| Oct 18, 1989 Wed | | Minnesota | Detroit | Add Fight |
| Oct 19, 1989 Thu | | Detroit | St. Louis | Add Fight |
| Oct 21, 1989 Sat | | Detroit | Hartford | Mokosak-Laforge (5) |
| Oct 24, 1989 Tue | | Chicago | Detroit | Add Fight |
| Oct 26, 1989 Thu | | Pittsburgh | Detroit | Bourque-Norwood |
| Oct 28, 1989 Sat | | Detroit | Toronto | Kocur-Gill (5.3) |
| Nov 1, 1989 Wed | | Philadelphia | Detroit | Chychrun-Kocur (5.7) |
| Nov 3, 1989 Fri | | Hartford | Detroit | Dineen-Norwood Scrum at 40:00 MacDermid-Norwood Jennings-Barr |
| Nov 4, 1989 Sat | | Detroit | NY Islanders | Injury McClelland-Vukota (5) |
| Nov 6, 1989 Mon | | Detroit | NY Rangers | Mokosak-Janssens (7.7) |
| Nov 9, 1989 Thu | | Detroit | Minnesota | Add Fight |
| Nov 11, 1989 Sat | | Detroit | Toronto | (Rough) Chiasson-Marois Robertson-Curran McClelland-Curran (1) |
| Nov 14, 1989 Tue | | Hartford | Detroit | Dineen-Gallant Burt-Robertson (5) Evason-Gallant |
| Nov 16, 1989 Thu | | St. Louis | Detroit | Twist-Kocur (5.5) Chase-Barr (4) |
| Nov 18, 1989 Sat | | Detroit | Quebec | McClelland-McRae Chiasson-Dore |
| Nov 21, 1989 Tue | | Boston | Detroit | Gould-Gallant (2) |
| Nov 24, 1989 Fri | | Calgary | Detroit | Add Fight |
| Nov 27, 1989 Mon | | Edmonton | Detroit | Add Fight |
| Nov 29, 1989 Wed | | Washington | Detroit | Hatcher-McClelland (5) May-Mokosak Hatcher-Kocur (5.5) Leach-Zombo (5) |
| Dec 1, 1989 Fri | | Detroit | Winnipeg | Add Fight |
| Dec 3, 1989 Sun | | Detroit | Chicago | (Rough) Shank-Eagles Robertson-Van Dorp Scrum at 9:57 McClelland-Eagles (6) Mokosak-Van Dorp Robertson-Sanipass Mokosak-Sanipass |
| Dec 5, 1989 Tue | | St. Louis | Detroit | (Rough) Chase-Shank Chase-Dineen (3) Featherstone-Robertson (5) |
| Dec 8, 1989 Fri | | Minnesota | Detroit | Churla-McClelland (2.5) |
| Dec 9, 1989 Sat | | Detroit | Minnesota | McClelland-McRae (7) Kocur-McRae (4.5) Robertson-Churla Robertson-Churla (5) Kocur-Tinordi |
| Dec 13, 1989 Wed | | Toronto | Detroit | Reid-Chiasson (5) |
| Dec 15, 1989 Fri | | Chicago | Detroit | Van Dorp-Adams (0) |
| Dec 16, 1989 Sat | | Detroit | Montreal | Robertson-Keane (6) Robertson-Ewen (5.3) |
| Dec 20, 1989 Wed | | Toronto | Detroit | Kordic-Houda (Hit) Franceschetti-Chiasson (4) |
| Dec 23, 1989 Sat | | Detroit | Boston | Add Fight |
| Dec 26, 1989 Tue | | Detroit | Buffalo | McClelland-Ramsey |
| Dec 27, 1989 Wed | | Detroit | Toronto | (Hit) Kocur-Marsh (1) (Cheap) Yzerman-Daoust (3) McClelland-Curran (3) Adams-Clark (3.8) Mokosak-Kordic (6) (Refused) Kocur-Ramage Scrum at 34:04 McClelland-Ramage (1.5) (Cheap) McClelland-Ramage |
| Dec 29, 1989 Fri | | Detroit | Washington | Robertson-May |
| Dec 31, 1989 Sun | | New Jersey | Detroit | Huscroft-Kocur (5) |
| Jan 2, 1990 Tue | | Vancouver | Detroit | Sutter-Habscheid |
| Jan 4, 1990 Thu | | Quebec | Detroit | Add Fight |
| Jan 6, 1990 Sat | | Detroit | Minnesota | Add Fight |
| Jan 9, 1990 Tue | | Minnesota | Detroit | Gaetz-Kocur (8.1) Wilkinson-Mokosak (6.8) (Cheap) Gaetz-Shank (5) |
| Jan 12, 1990 Fri | | Detroit | Winnipeg | Mini-Brawl at 34:35 Kocur-Taglianetti |
| Jan 13, 1990 Sat | | Detroit | Minnesota | Add Fight |
| Jan 16, 1990 Tue | | Detroit | Edmonton | Robertson-Beukeboom |
| Jan 18, 1990 Thu | | Detroit | Los Angeles | Houda-Crowder (3) |
| Jan 23, 1990 Tue | | St. Louis | Detroit | Cavallini-Chiasson Dirk-McClelland (8) Dirk-Kocur (4) Chase-Norwood (4) |
| Jan 25, 1990 Thu | | Pittsburgh | Detroit | Add Fight |
| Jan 27, 1990 Sat | | Detroit | Quebec | (Rough) Chiasson-Kimble (2) |
| Jan 31, 1990 Wed | | Edmonton | Detroit | Add Fight |
| Feb 2, 1990 Fri | | Toronto | Detroit | Add Fight |
| Feb 3, 1990 Sat | | Detroit | St. Louis | Event |
| Feb 6, 1990 Tue | | Boston | Detroit | Add Fight |
| Feb 8, 1990 Thu | | Chicago | Detroit | (Hit) Thomas-Burr Hudson-McClelland (4) Manson-Kocur (1.5) McGill-Kocur (1) (Rough) Graham-Shank (4) |
| Feb 10, 1990 Sat | | Calgary | Detroit | Otto-Gallant |
| Feb 12, 1990 Mon | | Detroit | New Jersey | McClelland-Thomson (5) |
| Feb 14, 1990 Wed | | Los Angeles | Detroit | Add Fight |
| Feb 16, 1990 Fri | | Philadelphia | Detroit | (Hit) Berube-Zombo (1) Event Carkner-McKay (7.5) Scrum at 37:24 (3) |
| Feb 17, 1990 Sat | | Detroit | St. Louis | McClelland-Dirk McKay-Momesso (3) McKay-Dirk (3) |
| Feb 19, 1990 Mon | | Montreal | Detroit | (Rough) Ewen-Houda |
| Feb 21, 1990 Wed | | NY Rangers | Detroit | (Cheap) Mallette-McClelland (Rough) Mallette-Chiasson |
| Feb 24, 1990 Sat | | Detroit | NY Islanders | Add Fight |
| Feb 25, 1990 Sun | | Detroit | Washington | McClelland-May (6) McClelland-May (6) |
| Feb 28, 1990 Wed | | NY Islanders | Detroit | Vukota-McRae (3.5) Baumgartner-Kocur (7) Diduck-Kocur (3) |
| Mar 2, 1990 Fri | | Toronto | Detroit | Kordic-McRae (7) Marois-Kennedy (1) Mini-Brawl at 12:20 (Rough) Domi-Kocur (6) Curran-Kocur (4) Kordic-McKay (8.5) Mini-Brawl at 15:41 Thibaudeau-Gallant (3.5) (Rough) Gill-Shank Abuse at 15:41 (Almost) Richardson-McClelland Scrum at 16:21 (7) (Rough) Ramage-McClelland Domi-McClelland (5.3) Gill-Norwood (7) Scrum at 63:10 (5) |
| Mar 3, 1990 Sat | | Detroit | Toronto | Gallant-Ramage (2.2) McRae-Domi (5) |
| Mar 5, 1990 Mon | | Detroit | NY Rangers | Add Fight |
| Mar 8, 1990 Thu | | St. Louis | Detroit | Featherstone-Kocur (4) Chase-Chiasson (6) |
| Mar 10, 1990 Sat | | Detroit | Montreal | Barr-Corson (5.5) McClelland-Ewen (7.5) |
| Mar 13, 1990 Tue | | Detroit | Chicago | (Rough) McClelland-Van Dorp (0) McKay-Secord (6) |
| Mar 15, 1990 Thu | | Detroit | Pittsburgh | Add Fight |
| Mar 17, 1990 Sat | | Detroit | St. Louis | Add Fight |
| Mar 20, 1990 Tue | | Vancouver | Detroit | Add Fight |
| Mar 22, 1990 Thu | | Minnesota | Detroit | (Hit) Casey-Probert (3) |
| Mar 24, 1990 Sat | | Chicago | Detroit | Event McGill-Probert (6) Lemieux-McKay (6.3) Brown-Gallant (3) |
| Mar 25, 1990 Sun | | Detroit | Chicago | Probert-Manson (3.3) Probert-Van Dorp (4.8) McClelland-McGill (8) Zombo-Lemieux (8) McKay-Secord (5) |
| Mar 27, 1990 Tue | | Buffalo | Detroit | Add Fight |
| Mar 31, 1990 Sat | | Detroit | New Jersey | Scrum at 43:14 |
| Apr 1, 1990 Sun | | Detroit | Philadelphia | Add Fight |