| Name | Year |
|---|
| Caravan of Fools | 2018 |
| God Only Knows | 2018 |
| Summer's End | 2018 |
| How Lucky ft. John Prine | 2020 |
| Hello in There | 1977 |
| I Remember Everything | 2020 |
| Treat Me Nice | 2017 |
| Who's Gonna Take the Garbage Out ft. Iris DeMent | 2019 |
| The Great Compromise | 1976 |
| I Just Wanna Dance With You (Duet With John Prine) ft. John Prine | 2011 |
| Mexican Home | 2017 |
| That's Alright By Me | 2005 |
| Dual Custody | 2005 |
| That's How Every Empire Falls | 2005 |
| Diamonds In The Rough | 1974 |
| Sabu Visits the Twin Cities Alone | 2008 |
| Linda Goes To Mars | 1985 |
| Far From Me | 2000 |
| Bear Creek Blues | 2014 |
| Clocks and Spoons | 1981 |
| Carousel of Love | 2005 |
| Dear Abby | 1976 |
| Til a Tear Becomes a Rose ft. Fiona Prine, Dermot Byrne | 2005 |
| Rocky Mountain Time | 1981 |
| Storm Windows | 1980 |
| Sweet Revenge | 1976 |
| The Frying Pan | 1981 |
| Please Don't Bury Me | 2000 |
| Christmas in Prison | 2017 |
| Billy the Bum | 1981 |
| Often Is a Word I Seldom Use | 2017 |
| Yes I Guess They Oughta Name a Drink After You | 1981 |
| Souvenirs | 1976 |
| Take the Star Out of the Window | 1981 |
| Blue Umbrella | 2016 |
| Grandpa Was a Carpenter | 2000 |
| Come Back to Us Barbara Lewis Hare Krisna Beauregard | 2020 |
| A Good Time | 2017 |
| Wedding Day in Funeralville | 1975 |
| Way Down | 1975 |
| My Own Best Friend | 1975 |
| Onomatopoeia | 2020 |
| Nine Pound Hammer | 2017 |
| The Torch Singer | 1981 |
| Middle Man | 1975 |
| Common Sense | 1975 |
| Everybody | 1981 |
| The Late John Garfield Blues | 1981 |
| The Accident (Things Could Be Worse) | 2017 |
| Sour Grapes | 1981 |
| Pretty Good | 1977 |
| Your Flag Decal Won't Get You into Heaven Anymore | 1977 |
| Color of the Blues ft. Susan Tedeschi | 2016 |
| Quiet Man | 1977 |
| Paradise | 1985 |
| No Name Girl | 1979 |
| Killing the Blues | 1979 |
| Donald and Lydia | 1977 |
| Saigon | 1979 |
| Ubangi Stomp | 1979 |
| Down by the Side of the Road | 1979 |
| Chinatown | 1979 |
| Baby Let's Play House | 1979 |
| Automobile | 1979 |
| Spanish Pipedream | 1977 |
| I Had a Dream | 1980 |
| Crooked Piece of Time | 2008 |
| Aw Heck | 2016 |
| Out Of Love | 1985 |
| Lulu Walls | 1985 |
| Flashback Blues | 2016 |
| Six O'Clock News | 2000 |
| That Close to You | 1975 |
| Iron Ore Betty | 2008 |
| Love Love Love ft. John Prine | 2005 |
| Saillin' Around | 1985 |
| He Was in Heaven Before He Died | 1975 |
| Let's Talk Dirty In Hawaiian | 1985 |
| Forbidden Jimmy | 1975 |
| You Never Can Tell | 1975 |
| Love, Love, Love | 1985 |
| If She Were You | 1985 |
| Great Society Conflict Veteran's Blues | 2016 |
| Bad Boy | 1985 |
| Saddle in the Rain | 1976 |
| Speed Of The Sound Of Loneliness | 1985 |
| A Star, A Jewel, And A Hoax | 2016 |
| I Just Want To Dance With You | 1985 |
| The Hobo Song | 2008 |
| There She Goes | 2008 |
| If You Don't Want My Love | 2008 |
| It's Happening to You | 1980 |
| Living in the Future | 1980 |
| Bruised Orange (Chain of Sorrow) | 2008 |
| Shop Talk | 1980 |
| All Night Blue | 1980 |
| Space Monkey | 2005 |
| Walls Of Red Wing ft. John Prine | 2011 |
| Sleepy Eyed Boy | 1980 |
| Baby Ruth | 1980 |
| Just Wanna Be with You | 1980 |
| My Old Man | 1984 |
| People Puttin' People Down | 2000 |
| One Red Rose | 1980 |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | 2018 |
| No Ordinary Blue | 2018 |
| Boundless Love | 2018 |
| Somewhere Someone's Falling In Love | 2006 |
| Lonesome Friends of Science | 2018 |
| Me, Myself And I | 2006 |
| When I Get to Heaven | 2018 |
| The Oldest Baby In The World | 2006 |
| Only Love | 2006 |
| Slow Boat To China | 2006 |
| Aimless Love | 2006 |
| Maureen, Maureen | 2006 |
| I Have Met My Love Today | 2018 |
| Everything Is Cool | 1991 |
| The Bottomless Lake | 2006 |
| You Got Gold | 1991 |
| Unlonely | 1991 |
| The Other Side of Town | 2005 |
| The Third of July | 1991 |
| Way Back Then | 1991 |
| I Hate It When That Happens To Me | 2005 |
| Jesus, The Missing Years | 1991 |
| Taking a Walk | 2005 |
| My Darlin' Hometown | 2005 |
| She Is My Everything | 2005 |
| Picture Show | 1991 |
| Some Humans Ain't Human | 2005 |
| Glory of True Love | 2005 |
| The Sins of Memphisto | 1991 |
| All the Best | 1991 |
| Great Rain | 1991 |
| Everybody Wants to Feel Like You | 1991 |
| Clay Pigeons | 2005 |
| Take a Look at My Heart | 1991 |
| The Moon Is Down | 2005 |
| Crazy As a Loon | 2005 |
| Safety Joe | 2005 |
| Long Monday | 2005 |
| Morning Train | 2005 |
| Daddy's Little Pumpkin | 1991 |
| I Want to Be with You Always | 1991 |
| That's the Way That the World Goes Round | 2016 |
| The Ways of a Woman in Love | 2019 |
| Ain't Hurtin' Nobody | 1996 |
| Loretta | 2001 |
| Mental Cruelty ft. Kacey Musgraves | 2016 |
| Onomatopeia | 2017 |
| Just Waitin' | 2016 |
| Come Back To Us Barbara Lewis Hare-Krishna Beauregard | 2016 |
| Mr. & Mrs. Used to Be ft. Iris DeMent | 2016 |
| Day's Done | 1995 |
| My Happiness ft. Fiona Prine | 2016 |
| Humidity Built the Snowman | 1995 |
| This Love Is Real | 1995 |
| Silver Bells | 2009 |
| Silent Night All Day Long | 2009 |
| Sailin' Around | 1985 |
| A John Prine Christmas | 2009 |
| I Saw Mommy Kissing Santa Claus | 2009 |
| New Train | 1995 |
| Leave the Lights on | 1995 |
| Lake Marie | 1995 |
| Same Thing Happened To Me | 1995 |
| Quit Hollerin' At Me | 1995 |
| I Love You So Much It Hurts | 1995 |
| Big Fat Love | 1995 |
| All the Way With You | 1995 |
| He Forgot That It Was Sunday | 1995 |
| Storms Never Last ft. Lee Ann Womack | 2016 |
| We Are The Lonely | 1995 |
| I'm Tellin' You ft. Holly Williams | 2016 |
| I'll Be Home for Christmas | 2005 |
| Falling in Love Again ft. Alison Krauss | 2016 |
| Beautiful World | 2016 |
| Kokomo | 2016 |
| Look at Us ft. Morgane Stapleton | 2016 |
| Fifteen Years Ago ft. Lee Ann Womack | 2016 |
| My Old Kentucky Home, Goodnight | 2019 |
| Dim Lights, Thick Smoke, And Loud, Loud Music ft. Amanda Shires | 2016 |
| Come Back to Us Barbara Lewis Hare Krishna Beauregard | 1976 |
| Don't Be Ashamed of Your Age ft. Mac Wiseman | 2007 |
| Cold, Cold Heart ft. Miranda Lambert | 2016 |
| Let's Invite Them Over ft. Iris DeMent | 1999 |
| Just the Other Side of Nowhere ft. Mac Wiseman | 2007 |
| Pistol Packin' Mama ft. Mac Wiseman | 2007 |
| We Could ft. Iris DeMent | 1999 |
| We Must Have Been Out of Our Minds ft. Melba Montgomery | 1999 |
| (We're Not) The Jet Set ft. Iris DeMent | 1999 |
| Death of Floyd Collins ft. Mac Wiseman | 2007 |
| I Know One ft. Emmylou Harris | 1999 |
| Milwaukee Here I Come ft. Melba Montgomery | 1999 |
| So Sad (To Watch Love Go Bad) ft. Connie Smith | 1999 |
| The Blue Side of Lonesome ft. Mac Wiseman | 2007 |
| Saginaw Michigan ft. Mac Wiseman | 2007 |
| Old Rugged Cross ft. Mac Wiseman | 2007 |
| Memories ft. John Prine | 2020 |
| Blue Eyed Elaine ft. Mac Wiseman | 2007 |
| Old Dogs, Children and Watermelon Wine ft. Mac Wiseman | 2007 |
| I Forgot To Remember To Forget ft. Mac Wiseman | 2007 |
| Please Let Me Go Round Again ft. John Prine | 2020 |
| Old Cape Cod ft. Mac Wiseman | 2007 |
| In the Garden ft. Mac Wiseman | 2007 |
| I Love You Because ft. Mac Wiseman | 2007 |
| Where the Blue of the Night ft. Mac Wiseman | 2007 |
| Dear John (I Sent Your Saddle Home) | 1999 |
| Loose Talk ft. Connie Smith | 1999 |
| In a Town This Size ft. Dolores Keane | 1999 |
| When Two Worlds Collide ft. Trisha Yearwood | 1999 |
| Love Is on a Roll ft. Roger Cook | 2017 |
| Wedding Bells / Let's Turn Back the Years ft. Lucinda Williams | 1999 |
| It's a Cheating Situation ft. Dolores Keane | 1999 |
| 'Til a Tear Becomes a Rose ft. Fiona Prine | 1999 |
| Back Street Affair ft. Patty Loveless | 1999 |
