| | Day | Time | | Opponent | Score | | | Record |
| October |
| | 26 | 7:30 PM | vs. | Univ of Brandon - Canada | W-74-49 | stats - recap | | 1-0 |
| | Jimmie Classic - also Mayville 88, Winnipeg 76 |
| | 27 | 4:00 PM | vs. | Univ of Winnipeg Canada | W-79-59 | stats - recap | | 2-0 |
| | Jimmie Classic - also Mayville State 80, Brandon 48 |
| November |
| | 2 | 6:00 PM | @ | Dordt College | W-66-62 | stats - recap | | 3-0 |
| | 3 | 2:00 PM | @ | Northwestern (IA) College | L-51-84 | stats - recap | | 3-1 |
| | Northwestern ranked #2 in NAIA |
| | 9 | 3:30 PM | vs. | Peru State College | W-72-61 | stats - recap | | 4-1 |
| | @ Midland University Classic |
| | 10 | 1:00 PM | vs. | Tabor College | W-78-47 | stats - recap | | 5-1 |
| | @ Midland University Classic |
| % | 17 | 2:00 PM | @ | St. Cloud State | L-55-69 | stats | | |
| | Exhibition |
| | 20 | 5:30 PM | vs. | University of Minnesota-Morris | W-73-34 | stats - recap | | 6-1 |
| | 23 | 6:00 PM | @ | Dickinson St. | W-62-50 | stats - recap | | 7-1 |
| | @ Dickinson State Tourney, 5 pm MST, 6 pm CST |
| | 24 | 2:00 PM | vs. | Rocky Mountain College | W-80-65 | stats - recap | | 8-1 |
| | @ Dickinson State Tourney |
| | 27 | 5:30 PM | vs. | Trinity Bible College | W-86-35 | stats - recap | | 9-1 |
| December |
| | 8 | 4:00 PM | vs. | Dickinson St. | W-72-57 | stats - recap | | 10-1 |
| | 14 | 5:30 PM | @ | Presentation College | W-92-63 | stats - recap | | 11-1 |
| % | 15 | 2:00 PM | @ | University of North Dakota | L-49-63 | stats - recap | | |
| | Exhibition Game for Jamestown |
| | 20 | 6:00 PM | vs. | Briar Cliff University | W-84-76 (OT) | stats - recap | | 12-1 |
| | Briar Cliff ranked #6, Jimmies #11 |
| | 28 | 9:30 PM | vs. | University of Montana-Western | W-67-59 | stats - recap | | 13-1 |
| | Las Vegas Shootout |
| | 29 | 9:30 PM | vs. | Montana Tech of the Univ of Montana | L-61-72 | stats - recap | | 13-2 |
| | Las Vegas Shootout |
| January |
| * | 3 | 6:00 PM | @ | Northern New Mexico College | W-71-51 | stats - recap | | 14-2 1-0 |
| | Jimmies ranked #11 in NAIA |
| * | 5 | 2:00 PM | @ | Johnson & Wales Univ (CO) | L-76-78 | stats - recap | | 14-3 1-1 |
| | @ Denver, CO |
| | 11 | 6:30 PM | @ | South Dakota Mines & Tech. | W-77-68 | stats - recap | | 15-3 |
| | Jimmies ranked #15 in NAIA |
| | 12 | 2:00 PM | @ | Oglala Lakota College | W-118-36 | stats - recap | | 16-3 |
| | Jimmies set school record for points in a game |
| * | 19 | 5:00 PM | vs. | Dakota St. | W-97-72 | stats - recap | | 17-3 2-1 |
| | Dakota Tip Off Classic @ Civic Center; Mayville State 65, VCSU 59 |
| * | 20 | 5:00 PM | vs. | Mayville St. | W-79-61 | stats - recap | | 18-3 3-1 |
| | Dakota Tip Off Classic Championship @ Civic Center; Consolation: VCSU 71, Dakota State 52 |
| * | 24 | 5:30 PM | vs. | Mayville St. | L-79-92 | stats - recap | | 18-4 3-2 |
| | # 14 Jimmies vs #20 Mayville State |
| | 27 | 2:00 PM | vs. | Oglala Lakota College | W-102-18 | stats - recap | | 19-4 |
| | Parents Weekend; Coaches vs. Cancer Suits & Sneakers Challenge |
| * | 30 | 5:30 PM | @ | Valley City St. | W-81-64 | stats - recap | | 20-4 4-2 |
| | #15 Jamestown at #24 VCSU |
| February |
| * | 2 | 4:00 PM | @ | Dakota St. | W-82-70 | stats - recap | | 21-4 5-2 |
| * | 6 | 5:30 PM | vs. | Valley City St. | L-48-54 | stats - recap | | 21-5 5-3 |
| | Family Fun Night |
| | 10 | 2:00 PM | vs. | South Dakota Mines & Tech. | W-72-58 | stats - recap | | 22-5 |
| * | 13 | 5:30 PM | vs. | Dakota St. | W-85-49 | stats - recap | | 23-5 6-3 |
| | Senior Night |
| * | 17 | 4:00 PM | @ | Mayville St. | W-70-61 | stats - recap | | 24-5 7-3 |
| | 23 | 3:00 PM | vs. | Ashford University | W-83-68 | stats | | 25-5 |
| | A.I.I. Tournament SemiFinal in Jamestown |
| | 24 | 2:00 PM | vs. | Valley City St. | W-69-52 | stats - recap | | 26-5 |
| | A.I.I. Tournament Women's Championship @ 2 PM in Jamestown |
| March |
| | 7 | 1:45 PM | vs. | Menlo College | W-70-54 | stats - recap | | 27-5 |
| | NAIA National Tournament @ Sioux City, IA - Jimmies advance to Sweet 16 |
| | 8 | | vs. | Eastern Oregon University | L-62-76 | stats - recap | | 27-6 |
| | NAIA National Tournament @ Sioux City, Sweet 16 - Jamestown's final ranking #14 |