| Coming Back to You | Leonard Cohen | 3:32 | |
| Is There Nothing We Could Do? | Badly Drawn Boy | 3:37 | |
| Ode to Divorce | Regina Spektor | 3:42 | |
| The Giant Of Illinois | Andrew Bird | 4:44 | |
| A Place Aside | Beth Orton | 2:19 | |
| I Am a Diamond | Martha Wainwright, Rufus Wainwright | 4:28 | |
| Turbulent Indigo | Joni Mitchell | 3:34 | |
| Black Rainbow | St. Vincent | 4:11 | |
| Living Proof | Cat Power | 3:11 | |
| The Perpetual Self, or "What Would Saul Alinsky Do?" | Sufjan Stevens | 2:24 | |
| Country Disappeared | Wilco | 4:02 | |
| Come Back From San Francisco | The Magnetic Fields | 2:48 | |
| He Didn't | The 6ths, Bob Mould | 2:30 | |
| Get Happy / Happy Days | Pink Martini, Rufus Wainwright, China Forbes | 2:22 | |
| Hotel Crazy | Robbie Williams, Rufus Wainwright | 4:25 | |
| Big Julie | Jarvis Cocker | 4:43 | |
| For Other Eyes | Elvis Costello And The Brodsky Quartet | 2:55 | |
| 1984 | AnaĂŻs Mitchell | 2:57 | |
| Dead Passengers | Sondre Lerche | 4:22 | |
| Pieholden Suite | Wilco | 3:26 | |
| All I Want to Know | The Magnetic Fields | 2:53 | |
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| And I Fell Back Alone | World Party | 3:57 | |
| Safe in Your Arms | Beth Orton | 4:28 | |
| Could We | Cat Power | 2:21 | |
| Came So Far for Beauty | Leonard Cohen | 4:03 | |
| It Covers the Hillsides | Midlake | 3:11 | |
| Go Ahead | Rilo Kiley | 3:34 | |
| 100 Acres Of Sycamore | Fionn Regan | 5:35 | |
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| One Plus One Is One | Badly Drawn Boy | 4:18 | |
| For Emily, Whenever I May Find Her | Simon & Garfunkel | 2:05 | |
| Winter Lady | Leonard Cohen | 2:16 | |
| Moon Woman II | Elvis Perkins | 4:25 | |
| See You in Dreams | Sam Phillips | 4:26 | |
| Trigger Happy | Lloyd Cole | 2:59 | |
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | |
| Baobabs | Regina Spektor | 2:02 | |
| Perfect World | Liz Phair | 2:15 | |
| Want | Rufus Wainwright | 5:10 | |
| Us Little Kids | The Roches | 3:10 | |
| Fly | Nick Drake | 2:56 | |
| Down in the Willow Garden (with Rufus Wainwright) [From “Norah Jones is Playing Along” Podcast] | Norah Jones, Rufus Wainwright | 3:28 | |
| Be Mine | R.E.M. | 5:32 | |
| Silver Wings | Rosanne Cash, Rufus Wainwright | 3:42 | |
| Vibrate | Rufus Wainwright | 2:43 | |
| Boxing | Ben Folds Five | 4:45 | |
| And If All... | Guillemots | 1:19 | |
| Why Not Smile | R.E.M. | 4:02 | |
| A Hard Rain's A-Gonna Fall | Ann Wilson, Shawn Colvin, Rufus Wainwright | 6:14 | |