| September 5 | The Senate |
| September 12 | Vintage |
| September 19 | Andrew Hill |
| September 26 | Anomie Belle (Toby Campbell '02) |
| October 3 | Open Mic |
| October 10 | No Coffeehouse- Fall Break |
| October 17 | A Capella Groups |
| October 24 | Jonathan Kingham |
| October 31 | No Coffeehouse |
| November 7 | Lucid Dream |
| November 14 | Adriel Borshansky |
| November 21 | No Coffeehouse- Thanksgiving Break |
| December 5 | Red Light Blue Light |
Spring 2009 Schedule
| January 30 | Talkdemonic |
| February 6 | Todd Hawes |
| February 13 | No Coffeehouse- 3-day |
| February 20 | Jenny Gilbert '08 and Liz Townsend |
| February 27 | TBA |
| March 6 | Orange Fight |
| March 13 | No Coffeehouse- Spring Break |
| April 10 | Davey and Becca Friedman |
| April 17 | Ranger and the Re-Arrangers |
| April 24 | No Coffeehouse- Choral Contest |
| May 1 | Quarterlife Open Mic |
| May 8 | Senior Showcase |
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