| Date | Location | Result | |
| 2/23/19 | Webster Groves, Mo. (Grant Gymnasium) | Eureka College 70, Webster 69 | Box score |
| 2/22/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 70, Blackburn College 68 | Box score |
| 2/18/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 98, Principia College 92 | Box score |
| 2/16/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 128, Greenville 109 | Box score |
| 2/12/19 | Elsah, IL (Hays Fieldhouse) | Principia College 88, Webster 83 | Box score |
| 2/9/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 67, Blackburn College 62 | Box score |
| 2/6/19 | Fulton, Mo. (Historic Gym) | Webster 77, Westminster (Mo.) 74 | Box score |
| 2/2/19 | Eureka, Ill. (Reagan Athletic Complex) | Eureka College 86, Webster 69 | Box score |
| 1/30/19 | Webster Groves, Mo.(Grant Gymnasium) | Webster 67, Spalding 53 | Box score |
| 1/26/19 | Bill Wall Gymnasium | Webster 73, MacMurray 72 | Box score |
| 1/23/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 77, Iowa Wesleyan 49 | Box score |
| 1/19/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 93, Fontbonne 87 | Box score |
| 1/16/19 | Greenville, Ill. (H.J. Long Gymnasium) | Webster 130, Greenville 122 | Box score |
| 01/09/19 | Carlinville, Illinois | Blackburn College 96, Webster 92 (2OT) | Box score |
| 1/5/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 78, Westminster (Mo.) 58 | Box score |
| 1/2/19 | Webster Groves, Mo. (Grant Gymnasium) | Webster 84, Eureka College 76 | Box score |
| 12/15/18 | Columbia Gym (Louisville, Ky.) | Webster 66, Spalding 56 | Box score |
| 12/8/18 | Webster Groves, Mo. (Grant Gymnasium) | Webster 79, MacMurray 63 | Box score |
| 12/4/18 | Petty SRC St. Louis, MO | #8 Missouri Baptist 85, Webster 64 | Box score |
| 12/01/18 | Mt. Pleasant, IA | Webster 66, Iowa Wesleyan 52 | Box score |
| 11/28/18 | St. Louis, Mo. / DSAC | Webster 75, Fontbonne 74 (OT) | Box score |
| 11/24/18 | Webster Groves, Mo. (Grant Gymnasium) | #19 Illinois Wesleyan 77, Webster 62 | Box score |
| 11/23/18 | Webster Groves, Mo. (Grant Gymnasium) | Webster 71, Univ. of the Ozarks 61 | Box score |
| 11/18/18 | Maryville, Tenn. (Boydson Baird Gym) | Webster 79, Eastern 74 (OT) | Box score |
| 11/17/18 | Maryville, Tenn. (Boydson Baird Gym) | Emory & Henry 84, Webster 55 | Box score |
| 11/14/18 | Webster Groves, Mo. (Grant Gymnasium) | Webster 72, WashU 64 | Box score |
| 11/8/18 | Sherman Gymnasium (Jacksonville, Ill.) | Webster 82, Illinois College 75 | Box score |