| | Day | Time | | Opponent | Score | |
| October |
| | 29 | 7:00PM | vs. | McKendree | L-79-99 | |
| | 30 | 7:30PM | vs. | Williams Baptist | W-98-70 | |
| November |
| | 1 | 4:00PM | vs. | Lyon College | L-70-78 | |
| | | 4:00PM | vs. | McKendree | L-72-80 | |
| | | 7:00PM | vs. | Vennard College | W-81-65 | |
| | | 7:00PM | vs. | Concordia Seminary-St. Louis | W-104-31 | |
| | | 7:00PM | vs. | Baptist Bible College | W-84-50 | |
| | 3 | 7:00PM | vs. | Culver-Stockton College | W-75-60 | |
| | | 7:30PM | vs. | Columbia | L-74-81 | |
| | 4 | 7:00PM | vs. | Hannibal-LaGrange | W-81-77 | |
| | | 7:00PM | vs. | Williams Baptist | W-120-70 | |
| | 5 | 7:00PM | vs. | University of Illinois at Springfield | L-60-81 | |
| | Coach Kevin Gamble's 100th career victory. |
| | | 7:00PM | vs. | McKendree | L-77-82 | |
| | 6 | 5:00PM | vs. | Hannibal-LaGrange | W-77-72 | |
| | | 7:00PM | vs. | Missouri Baptist | W-75-64 | |
| | 7 | 5:30PM | vs. | Columbia | L-47-78 | |
| | | 6:00PM | vs. | William Woods | W-91-59 | |
| | Mount Mercy College Tournament |
| | | 7:00PM | vs. | Ohio Dominican University | W-88-86 | |
| | 8 | 2:00PM | vs. | William Woods | W-86-81 | |
| | Mount Mercy College Tournament |
| | | 4:00PM | vs. | Logan Chiropractic | W-79-75 | |
| | MBU Homecoming |
| | | 4:00PM | vs. | William Jewell College | L-61-76 | |
| | | 4:00PM | vs. | Williams Baptist | W-76-70 | |
| | | 5:00PM | vs. | Columbia | L-63-69 | |
| | | 6:00PM | vs. | Concordia University | L-51-60 | |
| | 10 | 7:00PM | vs. | Saint Ambrose University | W-79-64 | |
| % | 11 | 7:00PM | vs. | University of Illinois at Springfield | W-81-57 | |
| | | 7:00PM | vs. | Missouri Valley College | L-59-85 | |
| | | 7:00PM | vs. | Culver-Stockton College | W-81-67 | |
| | | 7:00PM | vs. | McKendree | W-79-64 | |
| | 12 | 7:00PM | vs. | Central Methodist University | L-72-77 | |
| | 13 | 7:00PM | vs. | Central Christian College | W-91-68 | |
| | | 7:30PM | vs. | Blue Mountain College | W-90-78 | |
| | 14 | 6:00PM | vs. | Missouri Baptist | W-82-70 | |
| | Lindenwood Classic |
| | | 7:00PM | vs. | Culver-Stockton College | W-83-75 | |
| | | 7:00PM | vs. | Ecclesia College | L-63-65 | |
| | | 7:00PM | vs. | Indiana University-South Bend | W-75-61 | |
| | McKendree Classic |
| | | 7:00PM | vs. | University of St. Mary | W-85-73 | |
| | 15 | 7:00PM | vs. | Trevecca Nazarene University | W-77-67 | |
| | | 7:00PM | vs. | Harris-Stowe | W-93-69 | |
| | | 7:00PM | vs. | Union University | L-80-83 (OT) | |
| | McKendree Classic |
| | | 7:30PM | vs. | Hannibal-LaGrange | W-67-50 | |
| | | 8:00PM | vs. | Missouri Baptist | L-93-101 | |
| | Lindenwood Classic |
| | 18 | 7:00PM | vs. | University of Illinois at Springfield | L-69-70 (OT) | |
| | | 7:00PM | vs. | Central Baptist College | L-71-75 | |
| | | 7:30PM | vs. | Hannibal-LaGrange | W-72-47 | |
| | | 7:30PM | vs. | William Woods | W-62-60 | |
| | 19 | 7:00PM | vs. | Mid-Continent College | W-89-70 | |
| | 20 | 7:00PM | vs. | Harris-Stowe | W-88-59 | |
| | | 7:00PM | vs. | Principia College | W-85-51 | |
| | 21 | | vs. | University of Illinois at Springfield | L-64-76 | |
| | Viterbo Classic, Nov. 21-22, LaCrosse, WI |
| | | 4:00PM | vs. | Williams Baptist | L-72-91 | |
| | Bethel College Classic |
| | | 5:30PM | vs. | Hannibal-LaGrange | W-87-67 | |
| | Iowa Wesleyan Classic - Nov. 21-22 |
| | | 6:00PM | vs. | Columbia | W-86-85 (OT) | |
| | 22 | 1:00PM | vs. | Hannibal-LaGrange | W-73-69 | |
| | Iowa Wesleyan Classic - Nov. 21-22 |
| | | 2:00PM | vs. | Harris-Stowe | L-90-92 | |
| | | 2:00PM | vs. | Williams Baptist | L-74-80 | |
| | Bethel College CLassic |
| | | 3:00PM | vs. | Avila University | L-67-69 | |
| | | 4:00PM | vs. | Missouri Valley College | W-68-61 | |
| | | 4:00PM | vs. | McKendree | W-72-57 | |
| | | 4:00PM | vs. | University of Illinois at Springfield | L-52-64 | |
| | Viterbo Classic Championship Game |
| | | 5:00PM | vs. | Columbia | L-55-81 | |
| | 24 | 7:30PM | vs. | Hannibal-LaGrange | W-68-51 | |
| | 25 | 7:00PM | vs. | Saint Xavier University | W-89-85 | |
| | | 7:00PM | vs. | Culver-Stockton College | W-66-54 | |
| | | 7:00PM | vs. | Columbia | L-60-73 | |
| | | 7:00PM | vs. | Williams Baptist | W-99-63 | |
| | | 7:00PM | vs. | Brescia University | W-75-63 | |
| | | 8:00PM | vs. | William Woods | W-69-62 | |
| | 28 | | vs. | Missouri Baptist | W-87-75 | |
| | University of Missouri - St. Louis Classic |
| | | 6:00PM | vs. | Baker University | L-67-91 | |
| | Columbia College Tournament |
| | | 6:00PM | vs. | McKendree | W-80-79 | |
| | Union University Thanksgiving Classic |
| | | 8:00PM | vs. | Sterling College | W-85-74 | |
| | 29 | | vs. | Missouri Baptist | W-86-56 | |
| | University of Missouri - St. Louis Classic |
| | | 1:00PM | vs. | Sterling College | W-91-86 (OT) | |
| | Columbia College Tournament |
| | | 3:00PM | vs. | Baker University | W-74-46 | |
| | | 4:00PM | vs. | Iowa Wesleyan College | W-87-79 | |
| | | 4:00PM | vs. | McKendree | L-66-67 | |
| | Union University Thanksgiving Classic |
| December |
| | 1 | 7:00PM | vs. | Mid-Continent College | L-56-68 | |
| | 2 | 7:00PM | vs. | Hannibal-LaGrange | W-68-65 | |
| | | 7:00PM | vs. | Williams Baptist | L-60-75 | |
| | 3 | 7:00PM | vs. | Park | L-87-92 | |
| | 4 | 7:00PM | vs. | Olivet Nazarene University | L-67-77 | |
| | | 7:00PM | vs. | Williams Baptist | W-71-66 | |
| | 5 | | vs. | Missouri Baptist | W-83-82 | |
| | College of the Ozarks Tournament |
| | 6 | | vs. | Missouri Baptist | W-70-68 | |
| | College of the Ozarks Tournament |
| % | | 3:00PM | vs. | Hannibal-LaGrange | W-112-66 | |
| | | 7:00PM | vs. | Park | W-78-76 | |
| | 8 | 7:30PM | vs. | Missouri Valley College | L-62-72 | |
| | 9 | 7:00PM | vs. | McKendree | L-75-78 (OT) | |
| | McKendree's Harry Statham wins game No. 975 and ties Jim Phelan as the all-time leader in games coached at the four-year level |
| | 11 | 7:00PM | vs. | University of Illinois at Springfield | W-100-96 | |
| | 12 | | vs. | Missouri Baptist | L-89-92 | |
| | Grace College Tournament |
| | | 6:00PM | vs. | Harris-Stowe | W-71-62 | |
| | Bethel College Tournament |
| | 13 | | vs. | Missouri Baptist | L-63-70 | |
| | Grace College Tournament |
| | | 3:00PM | vs. | University of Illinois at Springfield | L-70-75 | |
| | | 3:00PM | vs. | Columbia | W-80-76 | |
| | | 3:00PM | vs. | Concordia Seminary-St. Louis | W-96-51 | |
| | | 4:00PM | vs. | Hannibal-LaGrange | W-89-59 | |
| | | 6:00PM | vs. | Harris-Stowe | W-85-72 | |
| | Bethel College Tournament |
| | 16 | 7:00PM | vs. | Harris-Stowe | W-93-71 | |
| | | 7:00PM | vs. | McKendree | L-48-70 | |
| | McKendree coach Harry Statham becomes the all-time leader for games coached at the four-year collegiate level, all divisions (1,355 games) |
| | | 7:00PM | vs. | William Woods | RAIN | |
| | 19 | 12:00PM | vs. | Benedictine College | W-74-63 | |
| | 23 | 3:00PM | vs. | University of Illinois at Springfield | L-74-81 | |
| | 29 | | vs. | Missouri Baptist | W-71-70 | |
| | Northwood University Tournament |
| | 30 | | vs. | Missouri Baptist | W-82-72 | |
| | Northwood University Tournament |
| | | 3:00PM | vs. | Harris-Stowe | W-97-75 | |
| | | 3:00PM | vs. | McKendree | L-59-63 | |
| January |
| | 2 | 4:00PM | vs. | William Woods | W-75-59 | |
| | Columbia College Tournament |
| | | 8:00PM | vs. | Graceland University | W-79-58 | |
| | 3 | 3:00PM | vs. | Missouri Baptist | W-71-68 | |
| | | 4:00PM | vs. | William Woods | W-84-73 | |
| | Columbia College Tournament |
| | | 8:00PM | vs. | Brescia University | L-70-73 | |
| | 6 | 3:00PM | vs. | Williams Baptist | W-105-55 | |
| * | 8 | 7:30PM | vs. | Missouri Baptist | L-67-75 (OT) | |
| * | | 7:30PM | vs. | University of Illinois at Springfield | L-67-82 | |
| * | | 7:30PM | vs. | Hannibal-LaGrange | W-91-55 | |
| * | | 7:30PM | vs. | William Woods | W-74-69 | |
| * | 10 | 4:00PM | vs. | McKendree | L-72-80 | |
| * | | 4:00PM | vs. | Harris-Stowe | W-81-67 | |
| * | | 4:00PM | vs. | Williams Baptist | W-70-68 | |
| | 13 | 7:00PM | vs. | Concordia Seminary-St. Louis | W-77-34 | |
| | 15 | 7:00PM | vs. | University of Illinois at Springfield | W-76-67 | |
| * | | 7:30PM | vs. | Missouri Baptist | L-81-84 (OT) | |
| * | | 7:30PM | vs. | McKendree | L-62-76 | |
| * | | 7:30PM | vs. | William Woods | L-67-85 | |
| * | 17 | 4:00PM | vs. | Williams Baptist | W-93-64 | |
| * | | 4:00PM | vs. | Columbia | L-60-63 | |
| * | | 4:00PM | vs. | Harris-Stowe | W-97-79 | |
| * | 20 | 7:30PM | vs. | Missouri Baptist | W-71-63 | |
| * | | 7:30PM | vs. | Harris-Stowe | L-56-81 | |
| * | | 7:30PM | vs. | McKendree | L-65-68 | |
| | 21 | 7:00PM | vs. | Harris-Stowe | L-48-76 | |
| * | 22 | 7:30PM | vs. | Hannibal-LaGrange | W-83-59 | |
| * | | 7:30PM | vs. | Columbia | W-77-60 | |
| * | | 7:30PM | vs. | Williams Baptist | W-84-68 | |
| * | 24 | 4:00PM | vs. | William Woods | W-87-61 | |
| * | | 4:00PM | vs. | Williams Baptist | W-93-51 | |
| * | | 4:00PM | vs. | McKendree | L-65-68 | |
| | 27 | 7:00PM | vs. | Robert Morris College | L-82-85 | |
| | 29 | 7:00PM | vs. | Williams Baptist | CNCL | |
| * | | 7:30PM | vs. | University of Illinois at Springfield | L-58-77 | |
| * | | 7:30PM | vs. | Columbia | L-57-70 | |
| * | | 7:30PM | vs. | Hannibal-LaGrange | L-60-75 | |
| * | 31 | 4:00PM | vs. | Missouri Baptist | L-75-94 | |
| * | | 4:00PM | vs. | University of Illinois at Springfield | W-82-74 | |
| | McKendree's Eric Palm scores a season-high 36 points to lead the Bearcats to their 12th consecutive win |
| * | | 4:00PM | vs. | Hannibal-LaGrange | L-49-63 | |
| February |
| | 2 | 7:00PM | vs. | Missouri Valley College | W-73-49 | |
| * | 5 | 7:30PM | vs. | Harris-Stowe | W-65-45 | |
| * | | 7:30PM | vs. | Columbia | L-44-60 | |
| * | | 7:30PM | vs. | McKendree | L-46-66 | |
| * | 7 | 4:00PM | vs. | Missouri Baptist | W-76-56 | |
| * | | 4:00PM | vs. | University of Illinois at Springfield | L-75-87 | |
| | | 4:00PM | vs. | Park | W-63-62 | |
| | 9 | 7:00PM | vs. | William Woods | W-82-57 | |
| * | 10 | 4:00PM | vs. | Hannibal-LaGrange | W-81-79 | |
| | | 7:00PM | vs. | Saint Louis College of Pharmacy | W-60-46 | |
| * | 12 | 7:30PM | vs. | Columbia | L-59-65 | |
| * | | 7:30PM | vs. | Harris-Stowe | W-86-61 | |
| | Bearcats collect their 15th consecutive win |
| * | | 7:30PM | vs. | Williams Baptist | W-79-55 | |
| | 13 | 7:00PM | vs. | Hannibal-LaGrange | L-50-56 | |
| * | 14 | 4:00PM | vs. | Missouri Baptist | L-70-74 | |
| * | | 4:00PM | vs. | University of Illinois at Springfield | W-86-75 | |
| * | | 4:00PM | vs. | William Woods | W-81-72 | |
| | 17 | 7:00PM | vs. | Park | W-92-83 | |
| * | | 7:30PM | vs. | Hannibal-LaGrange | L-60-64 | |
| * | | 7:30PM | vs. | Williams Baptist | L-86-90 | |
| * | | 7:30PM | vs. | Columbia | W-55-53 | |
| * | 19 | 7:30PM | vs. | University of Illinois at Springfield | L-71-83 | |
| * | | 7:30PM | vs. | William Woods | W-61-58 | |
| * | | 7:30PM | vs. | McKendree | L-52-71 | |
| | McKendree clinches AMC regular-season title for second consecutive year |
| * | 21 | 4:00PM | vs. | University of Illinois at Springfield | L-53-81 | |
| * | | 4:00PM | vs. | Columbia | L-60-82 | |
| * | | 4:00PM | vs. | Hannibal-LaGrange | W-77-64 | |
| | Coach Harry Statham earns career win No. 990; Bearcats win 18th consecutive game |
| * | 23 | 7:00PM | vs. | Williams Baptist | W-83-54 | |
| | 26 | 7:00PM | vs. | Champion Baptist | CNCL | |
| * | | 7:30PM | vs. | Missouri Baptist | W-71-58 | |
| * | | 7:30PM | vs. | Harris-Stowe | W-70-40 | |
| * | | 7:30PM | vs. | William Woods | W-65-54 | |
| * | 28 | 4:00PM | vs. | William Woods | W-53-52 | |
| * | | 4:00PM | vs. | McKendree | L-69-80 | |
| | McKendree wins its 19th consecutive game and finishes AMC play with a 14-0 record |
| * | | 4:00PM | vs. | Harris-Stowe | W-72-57 | |
| March |
| | 5 | 7:00PM | vs. | Harris-Stowe | W-79-50 | |
| | AMC Men's Basketball Tournament -- Quarterfinal Round |
| | | 7:00PM | vs. | Williams Baptist | W-89-88 | |
| | AMC Men's Basketball Tournament -- Quarterfinal Round |
| | | 7:00PM | vs. | William Woods | W-74-61 | |
| | AMC Men's Basketball Tournament -- Quarterfinal Round |
| * | | 7:00PM | vs. | Missouri Baptist | W-71-70 | |
| | AMC Men's Basketball Tournament -- Quarterfinal Round |
| | 7 | 4:00PM | vs. | Hannibal-LaGrange | W-79-63 | |
| | AMC Men's Basketball Tournament -- Semifinal Round |
| | | 4:00PM | vs. | University of Illinois at Springfield | W-84-79 | |
| | AMC Men's Basketball Tournament -- Semifinal Round |
| | 10 | 7:00PM | vs. | Columbia | L-54-65 | |
| | AMC Men's Basketball Tournament -- Championship |
| | 19 | 2:15PM | vs. | Columbia | L-69-72 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- First Round |
| | | 8:00PM | vs. | McKendree | L-58-83 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- First Round |
| | 20 | 6:15PM | vs. | Columbia | L-64-84 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- Second Round |
| | | 9:45PM | vs. | McKendree | L-75-87 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- Second Round |
| | 21 | 6:00PM | vs. | Columbia | L-47-50 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- Quarterfinals |
| | | 8:00PM | vs. | McKendree | W-59-55 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- Quarterfinals |
| | 23 | 9:00PM | vs. | MidAmerica Nazarene University | W-60-56 | |
| | 2009 Buffalo Funds-NAIA Division I Men's Basketball National Championship -- Semifinals |
| | 24 | 9:00PM | vs. | Rocky Mountain College | L-61-77 | |
