Stadium: Francis S. Levien Gymnasium Round: 1
Home Manager: Jim Engles Away Manager: Steve Donahue
| NCAAB | 2018/02/17 00:00 | Pennsylvania v Columbia | W | 74-62 |
| NCAAB | 2018/01/14 00:00 | Columbia v Pennsylvania | W | 71-77 |
| NCAAB | 2017/02/26 00:00 | Pennsylvania v Columbia | L | 67-70 |
| NCAAB | 2017/02/11 00:00 | Columbia v Pennsylvania | W | 62-70 |
| NCAAB | 2016/02/28 00:00 | Pennsylvania v Columbia | L | 65-93 |
| NCAAB | 2016/02/13 00:00 | Columbia v Pennsylvania | L | 63-53 |
| NCAAB | 2015/03/07 00:00 | Pennsylvania v Columbia | W | 54-46 |
| NCAAB | 2015/02/08 00:00 | Columbia v Pennsylvania | L | 83-56 |
| NCAAB | 2019/02/01 22:00 | Pennsylvania v Cornell | L | 71-80 |
| NCAAB | 2019/01/27 00:00 | St Josephs v Pennsylvania | W | 70-78 |
| NCAAB | 2019/01/19 22:00 | Pennsylvania v Temple | W | 77-70 |
| NCAAB | 2019/01/12 19:00 | Princeton v Pennsylvania | L | 62-53 |
| NCAAB | 2019/01/05 22:00 | Pennsylvania v Princeton | L | 65-68 |
| NCAAB | 2018/12/31 18:00 | Monmouth v Pennsylvania | L | 76-74 |
| NCAAB | 2018/12/29 19:00 | Pennsylvania v Toledo | L | 45-77 |
| NCAAB | 2018/12/22 21:00 | Pennsylvania v New Mexico | W | 75-65 |
| NCAAB | 2019/02/02 00:00 | Princeton v Columbia | L | 55-43 |
| NCAAB | 2019/01/27 00:00 | Cornell v Columbia | W | 70-73 |
| NCAAB | 2019/01/19 18:30 | Columbia v Cornell | L | 59-60 |
| NCAAB | 2019/01/12 19:00 | Elmira v Columbia | W | 63-102 |
| NCAAB | 2019/01/03 00:00 | Columbia v Binghamton | W | 65-63 |
| NCAAB | 2018/12/30 22:00 | Columbia v Northwestern | L | 54-75 |
| NCAAB | 2018/12/22 18:00 | Columbia v Rutgers | L | 65-68 |
| NCAAB | 2018/12/13 00:00 | Columbia v Boston College | L | 73-82 |