| Sim Time | Game Date | Type | Visiting Team | Home Team | Result | Game Action | Attendance |
|---|---|---|---|---|---|---|---|
| Mon Nov 17th | October 13th | Exhibition | McDaniel | Maryland Eastern Shore | L 94 - 62 | (play) | 568 |
| Tue Nov 18th | October 15th | Exhibition | Maryland Eastern Shore | Ferrum | L 52 - 83 | (play) | 4,871 |
| Wed Nov 19th | October 17th | Exhibition | Roanoke | Maryland Eastern Shore | W 54 - 71 | (play) | 166 |
| Thu Nov 20th | October 21st | Non-Conference | Husson | Maryland Eastern Shore | L 83 - 77 | (play) | 901 |
| Fri Nov 21st | October 24th | Non-Conference | University of the Ozarks | Maryland Eastern Shore | W 72 - 86 | (play) | 494 |
| Sat Nov 22nd | October 28th | Non-Conference | Maryland Eastern Shore | St. Lawrence University | L 50 - 59 | (play) | 1,610 |
| Sun Nov 23rd | October 31st | Non-Conference | Southern Wesleyan | Maryland Eastern Shore | L 87 - 70 | (play) | 558 |
| Mon Nov 24th | November 4th | Non-Conference | Maryland Eastern Shore | Waynesburg University | W 70 - 37 | (play) | 1,521 |
| Tue Nov 25th | November 7th | Non-Conference | Maryland Eastern Shore | Texas-Tyler | L 40 - 60 | (play) | 3,142 |
| Wed Nov 26th | November 11th | Non-Conference | Maryland Eastern Shore | Edgewood | L 55 - 65 | (play) | 664 |
| Thu Nov 27th | November 14th | Non-Conference | Maryland Eastern Shore | Pine Manor College | L 70 - 80 | (play) | 2,121 |
| Fri Nov 28th | November 18th | Non-Conference | Maryland Eastern Shore | Kentucky | W 88 - 79 (ot) | (play) | 11,163 |
| Sat Nov 29th | November 21st | Non-Conference | Maryland Eastern Shore | Wesleyan | L 50 - 63 | (play) | 1,827 |
| Sun Nov 30th | November 26th | Conference | Maryland Eastern Shore | Wisconsin-Eau Claire | L 67 - 70 | (play) | 1,349 |
| Mon Dec 1st | November 28th | Conference | Wofford | Maryland Eastern Shore | W 61 - 73 | (play) | 528 |
| Tue Dec 2nd | December 3rd | Conference | Maryland Eastern Shore | Delaware State | L 67 - 68 | (play) | 1,006 |
| Wed Dec 3rd | December 5th | Conference | Maryland Eastern Shore | Humboldt State | L 60 - 84 | (play) | 2,095 |
| Thu Dec 4th | December 10th | Conference | Morgan State | Maryland Eastern Shore | W 52 - 91 | (play) | 155 |
| Fri Dec 5th | December 12th | Conference | Citadel | Maryland Eastern Shore | L 98 - 44 | (play) | 912 |
| Sat Dec 6th | December 17th | Conference | Maryland Eastern Shore | Auburn | L 39 - 84 | (play) | 2,416 |
| Sun Dec 7th | December 19th | Conference | Bethune-Cookman | Maryland Eastern Shore | W 73 - 80 | (play) | 494 |
| Mon Dec 8th | December 24th | Conference | Maryland Eastern Shore | Wisconsin-La Crosse | L 50 - 62 | (play) | 1,949 |
| Tue Dec 9th | December 26th | Conference | Maryland Eastern Shore | Tennessee Tech | W 78 - 60 | (play) | 1,274 |
| Wed Dec 10th | December 31st | Conference | Palm Beach Atlantic | Maryland Eastern Shore | L 60 - 40 | (play) | 630 |
| Thu Dec 11th | January 2nd | Conference | Maryland Eastern Shore | Purdue Northwest | L 79 - 85 | (play) | 1,588 |
| Fri Dec 12th | January 7th | Conference | Austin Peay | Maryland Eastern Shore | W 50 - 81 | (play) | 985 |
| Sat Dec 13th | January 9th | Conference | Paine | Maryland Eastern Shore | L 89 - 73 | (play) | 762 |
| Sun Dec 14th | January 14th | Conference | Furman | Maryland Eastern Shore | L 100 - 78 | (play) | 607 |
| Mon Dec 15th | January 16th | Conference | Wisconsin-Eau Claire | Maryland Eastern Shore | L 68 - 63 | (play) | 899 |
| Tue Dec 16th | January 21st | Conference | Maryland Eastern Shore | Wofford | L 76 - 78 | (play) | 1,154 |
| Wed Dec 17th | January 23rd | Conference | Delaware State | Maryland Eastern Shore | L 72 - 49 | (play) | 991 |
| Thu Dec 18th | January 28th | Conference | Humboldt State | Maryland Eastern Shore | W 75 - 79 | (play) | 640 |
| Fri Dec 19th | January 30th | Conference | Maryland Eastern Shore | Morgan State | L 49 - 88 | (play) | 796 |
| Sat Dec 20th | February 4th | Conference | Maryland Eastern Shore | Citadel | L 69 - 95 | (play) | 1,950 |
| Sun Dec 21st | February 6th | Conference | Auburn | Maryland Eastern Shore | W 70 - 73 | (play) | 987 |
| Mon Dec 22nd | February 11th | Conference | Maryland Eastern Shore | Bethune-Cookman | W 87 - 74 | (play) | 981 |
| Tue Dec 23rd | February 13th | Conference | Wisconsin-La Crosse | Maryland Eastern Shore | L 75 - 69 | (play) | 848 |
| Wed Dec 24th | February 18th | Conference | Tennessee Tech | Maryland Eastern Shore | L 73 - 70 | (play) | 407 |
| Thu Dec 25th | February 20th | Conference | Maryland Eastern Shore | Palm Beach Atlantic | L 39 - 58 | (play) | 961 |
| Fri Dec 26th | February 25th | Conference | Purdue Northwest | Maryland Eastern Shore | W 65 - 79 | (play) | 484 |
| Sat Dec 27th | February 27th | Conference | Maryland Eastern Shore | Austin Peay | W 70 - 69 | (play) | 1,127 |
| Sun Dec 28th | March 4th | Conference | Maryland Eastern Shore | Paine | L 57 - 66 | (play) | 2,001 |
| Mon Dec 29th | March 6th | Conference | Maryland Eastern Shore | Furman | L 84 - 88 | (play) | 2,500 |
| Tue Dec 30th | March 11th | Playoff | Maryland Eastern Shore | Wisconsin-La Crosse | L 65 - 80 | (play) | 8,707 |
| Sat Jan 3rd | March 18th | Invitational | Wagner | Maryland Eastern Shore | L 68 - 64 | (play) | 8,313 |
| Sun Jan 4th | March 20th | Invitational | Hendrix | Maryland Eastern Shore | L 66 - 61 | (play) | 7,975 |
| Mon Jan 5th | March 25th | Invitational | Stevens Institute of Technology | Maryland Eastern Shore | W 73 - 85 | (play) | 8,290 |