| Sep 1, 1999 Wed | Preseason | Montreal | Tampa Bay | Dwyer-Freadrich Dwyer-unknown Lehoux-Freadrich Lehoux-unknown Harris-unknown |
| Sep 2, 1999 Thu | Preseason | Ottawa | Tampa Bay | Add Fight |
| Sep 3, 1999 Fri | Preseason | Florida | Tampa Bay | Add Fight |
| Sep 4, 1999 Sat | Preseason | Tampa Bay | Ottawa | Add Fight |
| Sep 11, 1999 Sat | Preseason | Tampa Bay | Carolina | Petrovicky-Dandenault Stojanov-Dandenault |
| Sep 12, 1999 Sun | Preseason | Carolina | Tampa Bay | Halko-Bezeau |
| Sep 14, 1999 Tue | Preseason | NY Islanders | Tampa Bay | Webb-Bezeau |
| Sep 17, 1999 Fri | Preseason | Tampa Bay | Chicago | Freadrich-Simpson Stojanov-Perrott Stojanov-Perrott |
| Sep 18, 1999 Sat | Preseason | Buffalo | Tampa Bay | Kruse-Larocque (3) (Cheap) Ward-Cloutier (4) Grosek-McBain |
| Sep 19, 1999 Sun | Preseason | Tampa Bay | Buffalo | Stojanov-Ray |
| Sep 21, 1999 Tue | Preseason | Tampa Bay | Florida | Tucker-Lindsay Lecavalier-Kvasha (Rough) Svoboda-Lindsay |
| Sep 22, 1999 Wed | Preseason | Tampa Bay | NY Islanders | Kubina-Isbister |
| Sep 24, 1999 Fri | Preseason | Florida | Tampa Bay | Add Fight |
| Oct 2, 1999 Sat | | NY Islanders | Tampa Bay | Add Fight |
| Oct 7, 1999 Thu | | Los Angeles | Tampa Bay | Laperriere-Gratton (4) |
| Oct 9, 1999 Sat | | Tampa Bay | New Jersey | Forbes-Oliwa (5) |
| Oct 15, 1999 Fri | | Anaheim | Tampa Bay | Add Fight |
| Oct 16, 1999 Sat | | Atlanta | Tampa Bay | Add Fight |
| Oct 19, 1999 Tue | | Vancouver | Tampa Bay | Add Fight |
| Oct 23, 1999 Sat | | Calgary | Tampa Bay | Corbet-Herbers (4) |
| Oct 27, 1999 Wed | | Tampa Bay | Buffalo | Add Fight |
| Oct 28, 1999 Thu | | Tampa Bay | Boston | Zyuzin-DiMaio (6.5) |
| Oct 30, 1999 Sat | | Tampa Bay | Dallas | Forbes-Gavey Kubina-Murray (3) |
| Nov 3, 1999 Wed | | Tampa Bay | Atlanta | Add Fight |
| Nov 6, 1999 Sat | | Tampa Bay | Pittsburgh | Add Fight |
| Nov 7, 1999 Sun | | Detroit | Tampa Bay | (Rough) Shanahan-Tucker |
| Nov 9, 1999 Tue | | Tampa Bay | Washington | Forbes-Sacco (3) |
| Nov 12, 1999 Fri | | Buffalo | Tampa Bay | Add Fight |
| Nov 13, 1999 Sat | | Tampa Bay | Carolina | Gratton-Roberts (6) |
| Nov 17, 1999 Wed | | Tampa Bay | Atlanta | Kesa-Staios Simpson-Johnson |
| Nov 18, 1999 Thu | | Pittsburgh | Tampa Bay | Barnaby-Herbers (6) |
| Nov 20, 1999 Sat | | Tampa Bay | Philadelphia | (Cheap) Simpson-Renberg Simpson-McCarthy (9) |
| Nov 22, 1999 Mon | | Philadelphia | Tampa Bay | Add Fight |
| Nov 24, 1999 Wed | | NY Rangers | Tampa Bay | Stevens-Guolla (4) Abuse at 49:27 (4) (Refused) Stock-Simpson |
| Nov 26, 1999 Fri | | Carolina | Tampa Bay | Add Fight |
| Nov 28, 1999 Sun | | Buffalo | Tampa Bay | (Rough) Ray-Simpson Peca-Tucker (8.5) (Rough) Ray-Simpson |
| Dec 1, 1999 Wed | | Tampa Bay | Anaheim | Simpson-Grimson (5.3) |
| Dec 2, 1999 Thu | | Tampa Bay | Phoenix | Add Fight |
| Dec 4, 1999 Sat | | Tampa Bay | Los Angeles | Tucker-Barrie (4.5) Clymer-Smolinski (1) Martins-Audette (4) |
| Dec 6, 1999 Mon | | Tampa Bay | San Jose | Simpson-Sutton (7) |
| Dec 10, 1999 Fri | | Carolina | Tampa Bay | Add Fight |
| Dec 14, 1999 Tue | | Nashville | Tampa Bay | Cote-Simpson (4) |
| Dec 18, 1999 Sat | | Tampa Bay | Philadelphia | Add Fight |
| Dec 19, 1999 Sun | | Tampa Bay | NY Rangers | Simpson-Quintal (6) |
| Dec 21, 1999 Tue | | Toronto | Tampa Bay | McAllister-Herbers (3) |
| Dec 23, 1999 Thu | | Tampa Bay | Pittsburgh | Add Fight |
| Dec 26, 1999 Sun | | Tampa Bay | Atlanta | Simpson-Lambert (3) Clymer-Ward |
| Dec 27, 1999 Mon | | Florida | Tampa Bay | Pitlick-Tucker (5.7) Worrell-Simpson (3) Pitlick-Tucker (5) Simpson-Tucker (4.5) Worrell-Simpson (7.3) |
| Jan 1, 2000 Sat | | Tampa Bay | Florida | Kubina-Mellanby |
| Jan 5, 2000 Wed | | Tampa Bay | Vancouver | Add Fight |
| Jan 7, 2000 Fri | | Tampa Bay | Edmonton | Simpson-Brown (5) Freadrich-Laraque (5) Gratton-Moreau (6.5) |
| Jan 8, 2000 Sat | | Tampa Bay | Calgary | Add Fight |
| Jan 11, 2000 Tue | | New Jersey | Tampa Bay | Pederson-Herbers (3) |
| Jan 13, 2000 Thu | | NY Islanders | Tampa Bay | Collision at 8:36 Brawl at 17:02 (7) Webb-Herbers (6) Webb-Cloutier (6.8) Cairns-Simpson (6.5) Scrum at 39:16 (2) Isbister-Mara (4.5) (Rough) Green-Svoboda |
| Jan 15, 2000 Sat | | Florida | Tampa Bay | Crowd Trouble Wilson-Herbers (3) Laus-Freadrich (5) |
| Jan 17, 2000 Mon | | Washington | Tampa Bay | Add Fight |
| Jan 20, 2000 Thu | | Boston | Tampa Bay | Add Fight |
| Jan 22, 2000 Sat | | Tampa Bay | NY Islanders | Gratton-Scatchard (6) (Rough) Tucker-Jokinen |
| Jan 24, 2000 Mon | | Tampa Bay | Washington | Add Fight |
| Jan 25, 2000 Tue | | Tampa Bay | Buffalo | Add Fight |
| Jan 28, 2000 Fri | | Edmonton | Tampa Bay | Add Fight |
| Jan 29, 2000 Sat | | Atlanta | Tampa Bay | Scrum at 11:57 Mini-Brawl at 15:32 Botterill-Guolla (2) Buchberger-Tucker (5) Johnson-Muir (4) |
| Feb 1, 2000 Tue | | Toronto | Tampa Bay | Add Fight |
| Feb 3, 2000 Thu | | Montreal | Tampa Bay | Collision at 20:42 |
| Feb 8, 2000 Tue | | San Jose | Tampa Bay | Harvey-Clymer |
| Feb 10, 2000 Thu | | Tampa Bay | NY Islanders | Line Brawl at 24:22 (7) Gratton-Cairns (7) Cullimore-Drury (4) Kubina-Jokinen Clymer-Watt (2) |
| Feb 12, 2000 Sat | | Carolina | Tampa Bay | Add Fight |
| Feb 15, 2000 Tue | | NY Rangers | Tampa Bay | Add Fight |
| Feb 17, 2000 Thu | | Tampa Bay | Ottawa | Ekman-Van Allen |
| Feb 19, 2000 Sat | | Tampa Bay | Carolina | Dwyer-Pratt (4) (Almost) Sillinger-Hill |
| Feb 21, 2000 Mon | | Pittsburgh | Tampa Bay | Bonvie-Dwyer (2.7) |
| Feb 24, 2000 Thu | | Ottawa | Tampa Bay | Add Fight |
| Feb 26, 2000 Sat | | Tampa Bay | Nashville | Dwyer-Walker (8) |
| Feb 27, 2000 Sun | | Tampa Bay | Detroit | (Rough) Ekman-Chelios Dwyer-Chelios |
| Mar 1, 2000 Wed | | Washington | Tampa Bay | Scrum (2) Halpern-Lecavalier (6) |
| Mar 3, 2000 Fri | | Tampa Bay | Chicago | Freadrich-VandenBussche (10) Dwyer-Brown (6) Cloutier-Passmore (7.4) |
| Mar 4, 2000 Sat | | Tampa Bay | Colorado | Add Fight |
| Mar 8, 2000 Wed | | Philadelphia | Tampa Bay | Add Fight |
| Mar 10, 2000 Fri | | Florida | Tampa Bay | Mellanby-Gardiner (5.8) Simpson-Dwyer (3.8) (Rough) Bure-Mara (4) (Cheap) Ference-Lecavalier (5) Line Brawl at 50:26 (8) Ference-Lecavalier (4.7) Simpson-Dwyer (4) (Rough) Johnson-Sarich (3) (Cheap) Ference-Cullimore (5) Abuse at 50:26 (7) Mellanby-Cullimore (3.7) Simpson-Primeau (5) Brawl at 52:41 (4) Parrish-Petrovicky (3) (Rough) Niedermayer-Modin (2) |
| Mar 12, 2000 Sun | | Chicago | Tampa Bay | Add Fight |
| Mar 14, 2000 Tue | | Tampa Bay | Montreal | Svoboda-Brunet |
| Mar 15, 2000 Wed | | Tampa Bay | NY Rangers | Add Fight |
| Mar 17, 2000 Fri | | Tampa Bay | New Jersey | Add Fight |
| Mar 19, 2000 Sun | | Tampa Bay | Washington | Add Fight |
| Mar 21, 2000 Tue | | Tampa Bay | Boston | Dwyer-Wilson (5) |
| Mar 24, 2000 Fri | | St. Louis | Tampa Bay | Add Fight |
| Mar 26, 2000 Sun | | Montreal | Tampa Bay | Add Fight |
| Mar 28, 2000 Tue | | Dallas | Tampa Bay | Gavey-Ekman (4) Morrow-Svoboda (5) |
| Mar 30, 2000 Thu | | Ottawa | Tampa Bay | Add Fight |
| Apr 1, 2000 Sat | | Tampa Bay | Florida | Clymer-Niedermayer (5) Primeau-Ference (5) |
| Apr 2, 2000 Sun | | New Jersey | Tampa Bay | Oliwa-Dwyer (2) |
| Apr 4, 2000 Tue | | Boston | Tampa Bay | Van Impe-Dwyer |
| Apr 6, 2000 Thu | | Tampa Bay | Montreal | Dwyer-Souray (3) Clymer-Zubrus |
| Apr 8, 2000 Sat | | Tampa Bay | Toronto | Dwyer-Smith (3) Dwyer-Diduck (4) Sarich-Adams (4) |
| Apr 9, 2000 Sun | | Tampa Bay | Ottawa | Freadrich-Roy (4) Sarich-Roy (2) |