| Year | Conference | Seed | Round | Opponent | Result | Coach |
| 2022-23 | OAC | No. 5 | Quarterfinals | No. 4 Otterbein | Loss, 61-60 | Janel Blankespoor |
| 2021-22 | OAC | No. 8 | First Round | No. 9 Capital | Win, 61-50 | Janel Blankespoor |
| 2021-22 | OAC | No. 8 | Quarterfinals | No. 1 John Carroll | Loss, 79-64 | Janel Blankespoor |
| 2020-21 | OAC | No. 7 | First Round | No. 10 Muskingum | Win, 72-57 | Janel Blankespoor # |
| 2020-21 | OAC | No. 7 | Quarterfinals | No. 1 John Carroll | Loss, 83-53 | Janel Blankespoor # |
| 2019-20 | OAC | No. 7 | Quarterfinals | No. 2 John Carroll | Loss, 79-67 | Jerry Scheve |
| 2018-19 | OAC | No. 8 | Quarterfinals | No. 1 John Carroll | Loss, 76-70 | Jerry Scheve |
| 2017-18 | OAC | No. 8 | Quarterfinals | No. 1 Ohio Northern | Loss, 76-60 | Jerry Scheve |
| 2016-17 | OAC | No. 3 | Quarterfinals | No. 6 Mount Union | Win, 67-52 | Jerry Scheve |
| 2016-17 | OAC | No. 3 | Semifinals | No. 2 Baldwin Wallace | Win, 62-59 | Jerry Scheve |
| 2016-17 | OAC | No. 3 | Championship | No. 1 Ohio Northern | Loss, 70-55 | Jerry Scheve |
| 2015-16 | OAC | No. 7 | First Round | No. 6 John Carroll | Win, 76-57 | Jerry Scheve |
| 2015-16 | OAC | No. 7 | Quarterfinals | No. 3 Capital | Loss, 71-64 | Jerry Scheve |
| 2014-15 | OAC | No. 5 | First Round | No. 8 Marietta | Win, 77-45 | Jerry Scheve |
| 2014-15 | OAC | No. 5 | Quarterfinals | No. 3 Capital | Loss, 76-65 | Jerry Scheve |
| 2013-14 | OAC | No. 5 | First Round | No. 8 Heidelberg | Win, 58-51 | Jerry Scheve |
| 2013-14 | OAC | No. 5 | Quarterfinals | No. 4 Capital | Loss, 57-53 | Jerry Scheve |
| 2012-13 | OAC | No. 4 | Quarterfinals | No. 8 Muskingum | Win, 71-49 | Jerry Scheve |
| 2012-13 | OAC | No. 4 | Semifinals | No. 1 Ohio Northern | Loss, 62-39 | Jerry Scheve |
| 2011-12 | OAC | No. 6 | First Round | No. 7 John Carroll | Win, 60-54 | Jerry Scheve |
| 2011-12 | OAC | No. 6 | Quarterfinals | No. 3 Otterbein | Loss, 71-64 | Jerry Scheve |
| 2010-11 | OAC | No. 4 | Quarterfinals | No. 5 Capital | Loss, 81-75 | Jerry Scheve |
| 2009-10 | OAC | No. 4 | Quarterfinals | No. 5 Ohio Northern | Loss, 77-63 | Jerry Scheve |
| 2008-09 | OAC | No. 5 | Quarterfinals | No. 4 Mount Union | Win, 65-61 | Jerry Scheve |
| 2008-09 | OAC | No. 5 | Semifinals | No. 1 Capital | Loss, 58-40 | Jerry Scheve |
| 2007-08 | OAC | No. 3 | Quarterfinals | No. 6 John Carroll | Win, 68-66 | Jerry Scheve |
| 2007-08 | OAC | No. 3 | Semifinals | No. 7 Mount Union | Win, 71-47 | Jerry Scheve |
| 2007-08 | OAC | No. 3 | Championship | No. 1 Baldwin Wallace | Loss, 74-60 | Jerry Scheve |
| 2006-07 | OAC | No. 1 | Quarterfinals | No. 8 Heidelberg | Win, 80-47 | Jerry Scheve |
| 2006-07 | OAC | No. 1 | Semifinals | No. 4 Ohio Northern | Win, 73-65 | Jerry Scheve |
| 2006-07 | OAC | No. 1 | Championship | No. 2 Capital | Win, 89-72 | Jerry Scheve |
| 2005-06 | OAC | No. 3 | Quarterfinals | No. 6 Mount Union | Win, 81-68 | Jerry Scheve |
| 2005-06 | OAC | No. 3 | Semifinals | No. 2 Capital | Loss, 68-62 | Jerry Scheve |
| 2004-05 | OAC | No. 1 | Quarterfinals | No. 8 Heidelberg | Win, 79-61 | Jerry Scheve |
| 2004-05 | OAC | No. 1 | Semifinals | No. 4 Capital | Win, 71-53 | Jerry Scheve |
| 2004-05 | OAC | No. 1 | Championship | No. 2 Baldwin Wallace | Loss, 81-59 | Jerry Scheve |
| 2003-04 | OAC | No. 3 | Quarterfinals | No. 6 Muskingum | Win, 81-60 | Jerry Scheve |
| 2003-04 | OAC | No. 3 | Semifinals | No. 2 Capital | Win, 83-69 | Jerry Scheve |
| 2003-04 | OAC | No. 3 | Championship | No. 4 Otterbein | Win, 73-54 | Jerry Scheve |
| 2002-03 | OAC | No. 1 | Quarterfinals | No. 8 Muskingum | Win, 93-69 | Jerry Scheve |
| 2002-03 | OAC | No. 1 | Semifinals | No. 5 Mount Union | Win, 78-58 | Jerry Scheve |
| 2002-03 | OAC | No. 1 | Championship | No. 2 Baldwin Wallace | Win, 79-72 (OT) | Jerry Scheve |
| 2001-02 | OAC | No. 1 | Quarterfinals | No. 8 John Carroll | Win, 73-53 | Jerry Scheve |
| 2001-02 | OAC | No. 1 | Semifinals | No. 4 Otterbein | Win, 80-62 | Jerry Scheve |
| 2001-02 | OAC | No. 1 | Championship | No. 2 Baldwin Wallace | Win, 73-68 | Jerry Scheve |
| 2000-01 | OAC | No. 4 | Quarterfinals | No. 5 Heidelberg | Loss, 68-55 | Jerry Scheve |
*From 2011-12 to 2016-17 as well as 2020-21 (due to the COVID-19 pandemic), the OAC Tournament went to a double-bye format. The top two seeds receive a double bye while the No. 3 and No. 4 seeds earn a single bye. Beginning in the 2022-23 season, the league reverted back to a six-team format with the top two seeds receiving a single bye.
Wilmington in the OAC Tournament - 27-19 overall, 6-0 in the first round, 10-13 in the quarterfinals, 7-3 in the semifinals and 4-3 in championship games.
Wilmington's record as each seed - No. 1 (11-1), No. 2 (0-0), No. 3 (8-3), No. 4 (1-4), No. 5 (3-4), No. 6 (1-1), No. 7 (2-3), No. 8 (1-3).
Wilmington's record against each opponent - Baldwin Wallace (3-2), Capital (4-6), Heidelberg (3-1), John Carroll (4-4), Marietta (1-0), Mount Union (5-0), Muskingum (4-0), Ohio Northern (1-4), Otterbein (2-2).
#denotes interim head coach
*The office of athletic communications makes a concerted effort to keep these records accurate. If you have information that could assist this page, please contact Mitch Blankespoor, director of athletic communications, at mitch_blankespoor@wilmington.edu.
*Last updated - February 23, 2023