Schedule:
Please note: All rankings shown are the rankings of the teams on the date that they played one another
| Game | Date | Away Team (Rank) | Away Score | Home Score | Home Team (Rank) | Game Status | Result | Margin |
|---|---|---|---|---|---|---|---|---|
| 1 | 2018-11-06 | Penn (131) | 72 | 71 | George Mason (86) | Final | W | 1 |
| 2 | 2018-11-09 | Rice (324) | 76 | 92 | Penn (114) | Final | W | 16 |
| 3 | 2018-11-13 | Lafayette (230) | 61 | 91 | Penn (58) | Final | W | 30 |
| 4 | 2018-11-16 | Northern Iowa (240) | 71 | 78 | Penn (58) | Final | W | 7 |
| 5 | 2018-11-18 | Penn (58) | 48 | 64 | Kansas State (101) | Final | L | -16 |
| 6 | 2018-11-19 | Oregon State (75) | 74 | 58 | Penn (58) | Final | L | -16 |
| 7 | 2018-11-24 | Stockton | 63 | 112 | Penn (75) | Final | W | 49 |
| 8 | 2018-11-27 | Penn (109) | 76 | 48 | Delaware State (347) | Final | W | 28 |
| 9 | 2018-12-04 | Miami (86) | 75 | 89 | Penn (124) | Final | W | 14 |
| 10 | 2018-12-08 | Penn (124) | 83 | 65 | La Salle (336) | Final | W | 18 |
| 11 | 2018-12-11 | Villanova (25) | 75 | 78 | Penn (99) | Final | W | 3 |
| 12 | 2018-12-22 | Penn (78) | 75 | 65 | New Mexico (159) | Final | W | 10 |
| 13 | 2018-12-29 | Penn (60) | 45 | 77 | Toledo (46) | Final | L | -32 |
| 14 | 2018-12-31 | Monmouth (351) | 76 | 74 | Penn (60) | Final/OT | L | -2 |
| 15 | 2019-01-05 | Penn (75) | 65 | 68 | Princeton (178) | Final/OT | L | -3 |
| 16 | 2019-01-12 | Princeton (161) | 62 | 53 | Penn (120) | Final | L | -9 |
| 17 | 2019-01-19 | Penn (133) | 77 | 70 | Temple (38) | Final | W | 7 |
| 18 | 2019-01-26 | Penn (109) | 78 | 70 | Saint Joseph's (156) | Final | W | 8 |
| 19 | 2019-02-01 | Penn (103) | 71 | 80 | Cornell (232) | Final | L | -9 |
| 20 | 2019-02-02 | Penn (103) | 72 | 70 | Columbia (279) | Final | W | 2 |
| 21 | 2019-02-08 | Penn (116) | 92 | 82 | Brown (148) | Final | W | 10 |
| 22 | 2019-02-09 | Penn (116) | 65 | 78 | Yale (85) | Final | L | -13 |
| 23 | 2019-02-15 | Dartmouth (210) | 79 | 82 | Penn (114) | Final/OT | W | 3 |
| 24 | 2019-02-16 | Harvard (146) | 75 | 68 | Penn (114) | Final/OT | L | -7 |
| 25 | 2019-02-22 | Columbia (296) | 79 | 77 | Penn (120) | Final/OT | L | -2 |
| 26 | 2019-02-23 | Cornell (194) | 50 | 68 | Penn (120) | Final | W | 18 |
| 27 | 2019-03-01 | Penn (125) | 53 | 59 | Harvard (131) | Final | L | -6 |
| 28 | 2019-03-02 | Penn (125) | 65 | 51 | Dartmouth (222) | Final | W | 14 |
| 29 | 2019-03-08 | Yale (85) | 66 | 77 | Penn (129) | Final | W | 11 |
| 30 | 2019-03-09 | Brown (144) | 51 | 58 | Penn (129) | Final | W | 7 |
| 31 | 2019-03-16 | Penn (118) | 58 | 66 | Harvard (128) | Final | L | -8 |