| 1999-10-04 | Derrick Brooks to Receive Commendation from Boys and Girls Club |
| 1999-10-06 | Sapp Returns to Practice |
| 1999-10-07 | Bucs Injury Update (10/7) |
| 1999-10-11 | Jerry Wunsch to Address At-Risk Students at Local School |
| 1999-10-18 | RB Aaron Stecker Signed to Practice Squad |
| 1999-10-19 | Four Bucs Participate in Inaugural 'NFL & United Way Hometown Huddle' |
| 1999-10-22 | Bucs Name Friday Inactives (10/22) |
| 1999-10-25 | Zeier to Start Against Lions |
| 1999-10-25 | Bert Emanuel to Hold Halloween Bash at Lowry Park Zoo |
| 1999-10-27 | Brooks Named Player of the Week |
| 1999-10-29 | Dungy on Detroit Loss |
| 1999-10-30 | From A to Z(eier) |
