Date Opponent Site Result Attendance Source September 4 at Tulsa * L 21–4525,007 [ 1]
September 11 Texas Southern * W 37–713,121 [ 2]
September 18 Henderson State * Plaster Sports Complex Springfield, MO W 50–312,102 [ 3]
September 25 No. 11 Illinois State Plaster Sports Complex Springfield, MO L 42–4615,005 [ 4]
October 2 at No. 19 Western Illinois W 27–1710,478 [ 5]
October 16 No. 8 Northern Iowa Plaster Sports Complex Springfield, MO L 17–2915,547 [ 6]
October 23 at Southeast Missouri State * L 23–283,652 [ 7]
October 30 at Southern Illinois L 49–522,500 [ 8]
November 6 at No. 13 Youngstown State L 14–1713,332 [ 9]
November 13 Tennessee–Martin * Plaster Sports Complex Springfield, MO W 62–7[ 10]
November 20 Indiana State Plaster Sports Complex Springfield, MO W 31–146,793 [ 11]
^ " 'Cane blitzes Bears" . Tulsa World . September 5, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "SMS rolls in home opener" . The Springfield News-Leader . September 12, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "SMS hammers Henderson State" . The Springfield News-Leader . September 19, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Stunning rally rescues Redbirds" . The Pantagraph . September 26, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Western makes Ball feel at home" . Quad-City Times . October 3, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Benge leads 29–17 UNI victory" . The Sioux City Journal . October 17, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "SEMO shocks listless Bears" . The Springfield News-Leader . October 24, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Saluki defense provides spark" . Southern Illinoisan . October 31, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Youngstown State 17, Southwest Missouri State 14" . The Akron Beacon Journal . November 7, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Southwest Missouri routs UTM" . The Jackson Sun . November 14, 1999. Retrieved June 30, 2024 – via Newspapers.com .
^ "Thurman, Rodgers set marks in SMS win" . The Springfield News-Leader . November 21, 1999. Retrieved June 30, 2024 – via Newspapers.com .