- % Scrimmage Event
- Event times are (CST)
| October |
| | 31 | 6:00PM | Waldorf College | @ | Holy Cross College | 88-59 | |
| | Game will be played at IUSB | |
| November |
| | 4 | 7:00PM | University of Northwestern Ohio | @ | Holy Cross College | 96-75 | |
| | Game will be played at the Joyce Center on the campus of Notre Dame. | |
| | 7 | 9:00PM | Holy Cross College | @ | Goshen College | 62-93 | |
| | Goshen College Tournament - Nov. 7-8 | |
| | 8 | | Holy Cross College | vs. | Siena Heights University | 72-98 | |
| | 1pm or 3pm Goshen College Tournament vs. Sienna Heights or Brescia | |
| | 12 | 6:30PM | Holy Cross College | @ | Concordia Michigan | 64-92 | |
| | 14 | 7:00PM | Holy Cross College | @ | Siena Heights University | 53-74 | |
| | Maple City Classic at Siena Heights- Nov. 14 - 15 | |
| | 15 | | Holy Cross College | vs. | Daemen College | 66-109 | |
| | 6 pm or 8 pm Maple City Classic vs University of Saint Francis or Daemen College | |
| | 18 | 6:00PM | Holy Cross College | @ | Huntington University | 68-110 | |
| | 21 | 7:00PM | Holy Cross College | vs. | Marian College | 51-110 | |
| | Marian College Tournament- Nov. 21 - 22 | |
| | 22 | | Holy Cross College | vs. | Illinois Institute of Technology | 68-63 | |
| | Game will be at 1pm or 3pm | |
| | 25 | 7:00PM | Holy Cross College | @ | Moody Bible Institute | 67-75 | |
| | 29 | 3:00PM | Holy Cross College | @ | University of Dubuque | 59-73 | |
| | 30 | 2:00PM | Holy Cross College | @ | Waldorf College | 59-95 | |
| December |
| | 6 | 2:00PM | Concordia Michigan | @ | Holy Cross College | 74-52 | |
| | 9 | 7:00PM | Holy Cross College | @ | Bethel College | 57-120 | |
| | 12 | 7:00PM | Holy Cross College | @ | Madonna University | 44-73 | |
| | Michigan Educational Credit Union Classic at Madonna | |
| | 13 | 7:00PM | Holy Cross College | vs. | Rochester | 62-94 | |
| | Michigan Educational Credit Union Classic at Madonna | |
| | 17 | 2:30PM | Holy Cross College | vs. | Indiana University East | 75-95 | |
| | Game at Conseco Fieldhouse in Indianapolis | |
| January |
| | 10 | 2:00PM | Indiana University East | @ | Holy Cross College | 92-60 | |
| | 12 | 6:00PM | Holy Cross College | @ | Indiana Institute of Technology | 61-93 | |
| | 17 | 8:00PM | Marygrove | @ | Holy Cross College | 93-74 | |
| | 20 | 7:00PM | Moody Bible Institute | @ | Holy Cross College | 77-63 | |
| | 24 | 7:00PM | Andrews University | @ | Holy Cross College | 60-53 | |
| | 28 | 7:00PM | Holy Cross College | @ | Indiana University-South Bend | 71-92 | |
| | 31 | 4:00PM | Holy Cross College | @ | Indiana Northwest | 69-104 | |
| February |
| | 2 | 6:00PM | Indiana Institute of Technology | @ | Holy Cross College | 118-62 | |
| | 7 | 8:00PM | Holy Cross College | @ | Andrews University | 50-61 | |
| | 11 | 7:00PM | Indiana University-South Bend | @ | Holy Cross College | 86-64 | |
| | 14 | 5:00PM | Holy Cross College | @ | Marygrove | 70-113 | |
| | 21 | 2:00PM | Indiana Northwest | @ | Holy Cross College | 95-82 | |
| | 26 | | Holy Cross College | vs. | Johnson & Wales (CO) | 65-78 | |
| | AII Conference Tournament | |
% Exhibition/Scrimmage Event
Event times are ()