| In Chicago | Amy Speace | 3:42 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| It's the Thing to Do | Amy LaVere, Will Sexton | 2:43 | |
| All God's Children | Diana Jones | 3:44 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Wind Don't Have to Hurry | John Hiatt | 3:47 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| You Made Me Feel for You | Shannon McNally | 2:57 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Don't Call Me Stranger | Catherine MacLellan | 3:36 | |
| Night Walker | Ray Bonneville | 3:02 | |
| East Houston Blues | Rodney Crowell | 3:37 | |
| What Does It Mean to Travel | Mary Chapin Carpenter | 3:09 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Unlock more with Songs Like X Pro |
| She's a River | Gurf Morlix | 4:28 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Lay My Burden Down | Caroline Herring | 3:26 | |
| Don't Forget Me | Diana Jones | 3:52 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Tattooed | John Gorka | 3:41 | |
| Morning Trian | David Francey | 2:28 | |
| Last Kind Words | Rhiannon Giddens | 4:13 | |
| Little Lamb | Diana Jones | 2:42 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Stopped My Horse | Pieta Brown, Carrie Rodriguez | 3:17 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Señor (Tales of Yankee Power) | Willie Nelson, Calexico | 5:17 | |
| Once Again | Pieta Brown, David Mansfield | 3:19 | |
| Sing to Me | Red Molly | 3:29 | |
| Detour Sign | Aoife O'Donovan | 3:32 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| To Ohio | Della Mae | 3:38 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Kathy | Po' Girl | 4:17 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |
| Eastern Sky | Birds of Chicago | 5:40 | |
