| Angel (Requiem) | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Stephanie Lee, Dawn Richardson | 3:16 | ||
| Bobby Fuller Died for Your Sins | Chuck Prophet | 3:23 | ||
| A Guy Like Me | Green On Red | 2:54 | ||
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | ||
| Victoria | Old 97's | 3:51 | ||
| Cowboy Song | Golden Smog | 5:28 | ||
| Thieves | Liz Cooper, The Stampede | 4:04 | ||
| Wrecking Ball | Gillian Welch | 4:56 | ||
| Guilty | Alejandro Escovedo | 4:54 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| San Francisco B.C. | Silver Jews | 6:14 | ||
| Anna Leigh | The Sadies | 3:21 | ||
| Shady Grove | Mudcrutch | 3:58 | ||
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | ||
| Before They Make Me Run | Great Lake Swimmers | 3:58 | ||
| Ford Econoline | Chuck Prophet | 3:41 | ||
| Porcelain Monkey | Warren Zevon | 3:32 | ||
| Drifter's Escape | Patti Smith | 3:20 | ||
| Come A TIme | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Chris von Sneidern, Katharine Cole, Tony Marsico | 5:05 | ||
| Looking Forward to Seeing You | Golden Smog | 2:47 | ||
| Barely Losing | Richmond Fontaine | 2:47 | ||
| Unlock more with Songs Like X Pro | ||||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| The Sudbury Nickel | John Doe, The Sadies | 1:20 | ||
| I Burn Today | Frank Black | 4:05 | ||
| Countrified Inner City Technological Man | Chuck Prophet | 3:34 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| Devil May Care | Son Volt | 2:58 | ||
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | ||
| Point Breeze | Marah | 2:14 | ||
| Red Rose Nantahala | Hiss Golden Messenger | 4:05 | ||
| Welfare Music | Hard Working Americans | 3:32 | ||
| Temperance River Blues | Charlie Parr | 4:16 | ||
| Barstool Boys | Marah | 3:04 | ||
| Freight Train | Dexateens | 2:05 | ||
| Postcards | The Sadies | 2:41 | ||
| Best Shirt On | Chuck Prophet | 3:07 | ||
| Pass You By | Gillian Welch | 3:57 | ||
| Dirty, Dirty | Crazy Horse | 3:32 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Are the Good Times Really Over for Good? | John Doe, The Sadies | 2:38 | ||
| Budget Shoes | Gord Downie, The Sadies | 2:43 | ||
| Travellin' Light | Peter Case | 4:10 | ||
| Hoodoo Voodoo | Billy Bragg, Wilco | 3:12 | ||
| Riverbend | Link Wray | 2:40 | ||
| I'm Alright | Loudon Wainwright III | 2:23 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| Drank Like A River | Whiskeytown | 2:57 | ||
| Entella Hotel | Peter Case | 4:58 | ||
