2008-09 Men's Squash Schedule
| 11/08/08 | at Ivy Scrimmage | New Haven, CT | All Day |
| 11/09/08 | at Ivy Scrimmage | New Haven, CT | All Day |
| 11/21/08 | at Harvard | Cambridge, MA | L, 9-0 |
| 12/06/08 | vs. PRINCETON | Providence, RI | L, 9-0 |
| 12/07/08 | vs. PENN | Providence, RI | L, 8-1 |
| 01/15/09 | vs. Trinity (Conn.) | Providence, RI | L, 9-0 |
| vs. Connecticut College | Providence, RI | 4:00 p.m. ET | |
| 01/20/09 | at Amherst | Amherst, MA | W, 7-2 |
| 01/24/09 | vs. Bowdoin College | Providence, RI | W, 8-1 |
| 01/31/09 | at Dartmouth | Hanover, NH | L, 9-0 |
| 02/04/09 | at Williams College | Williamstown, MA | L, 8-1 |
| 02/07/09 | at Yale | New Haven, CT | L, 9-0 |
| 02/08/09 | at Cornell | Ithaca, NY | L, 9-0 |
| 02/10/09 | vs. TUFTS | Providence, RI | W, 8-1 |
| 02/17/09 | MIT | Providence, RI | W, 9-0 |
| 02/20/09 | at CSA Nationals vs. F&M | Princeton, NJ | L, 6-3 |
| 02/21/09 | at CSA Nationals vs. St. Lawrence | Princeton, NJ | W, 5-4 |
| 02/22/09 | at CSA Nationals vs. Navy | Princeton, NJ | W, 6-3 |
