| Artist: | Waylon Jennings |
| Singles: | 98 |
| Music Videos: | 16 |
| B-Sides: | 11 |
| 1Option: | 16 |
| 1Option Name: | No. 1 Single (USA) |
| 2Option: | 32 |
| 2Option Name: | No. 1 single (All) |
The following is a detailed discography of all singles released by American country music singer Waylon Jennings. A total of 16 Jennings' singles have reached number one on music charts.
| Year | Single | Peak positions | Album | ||||
|---|---|---|---|---|---|---|---|
| US Country [1] | US | CAN Country [2] | CAN | ||||
| 1959 | "Jole Blon" | — | — | — | — | rowspan="2" | |
| 1961 | "Another Blue Day" | — | — | — | — | ||
| 1962 | "Crying" | — | — | — | — | Waylon at JD's | |
| 1963 | "My Baby Walks All Over Me" | — | — | — | — | rowspan="5" | |
| 1964 | "Love Denied" | — | — | — | — | ||
| "Four Strong Winds" | — | — | — | — | |||
| "Sing the Girls a Song Bill" | — | — | — | — | |||
| 1965 | "I Don't Believe You" | — | — | — | — | ||
| "That's the Chance I'll Have to Take" | 49 | — | — | — | Folk-Country | ||
| "Stop the World (And Let Me Off)" | 16 | — | — | — | |||
| "Anita, You're Dreaming" | 17 | — | — | — | Leavin' Town | ||
| 1966 | "Time to Bum Again" | 17 | — | — | — | ||
| "(That's What You Get) For Lovin' Me" | 9 | — | — | — | |||
| "Green River" | 11 | — | — | — | Nashville Rebel | ||
| 1967 | "Mental Revenge" | 12 | — | — | — | Jewels | |
| "The Chokin' Kind" | 8 | — | 4 | — | Hangin' On | ||
| "Walk On Out of My Mind" | 5 | — | 5 | — | Only the Greatest | ||
| 1968 | "I Got You" | 4 | — | 2 | — | Just to Satisfy You | |
| "Only Daddy That'll Walk the Line" | 2 | — | 1 | — | Only the Greatest | ||
| "Yours Love" | 5 | — | 5 | — | Jewels | ||
| "My World" | — | — | — | — | rowspan="2" | ||
| "Another Blue Day" | — | — | — | — | |||
| 1969 | "Something's Wrong in California" | 19 | — | — | — | The Best of Waylon Jennings | |
| "The Days of Sand and Shovels" | 20 | — | 1 | — | |||
| "MacArthur Park" | 23 | 93 | 11 | 96 | Country-Folk | ||
| "Brown Eyed Handsome Man" | 3 | — | 1 | — | Waylon | ||
| "—" denotes releases that did not chart | |||||||
| Year | Single | Peak positions | Album | ||
|---|---|---|---|---|---|
| US Country | CAN Country | ||||
| 1990 | "Wrong" | 5 | 2 | The Eagle | |
| "Where Corn Don't Grow" | 67 | 42 | |||
| "What Bothers Me Most" | 66 | 72 | |||
| 1991 | "The Eagle" | 22 | 20 | ||
| "If I Can Find a Clean Shirt" | 51 | 25 | Clean Shirt | ||
| "Tryin' to Outrun the Wind" [11] | — | — | |||
| 1992 | "Just Talkin'"[12] | — | — | Too Dumb for New York City, Too Ugly for L.A. | |
| "Too Dumb for New York City" | — | 83 | |||
| 1996 | "Deep in the West" [13] | — | — | Right for the Time | |
| 1998 | "I Know About Me, I Don't Know About You" | — | — | Closing in on the Fire | |
| 2012 | "Goin' Down Rockin'" | — | — | ||
| "—" denotes releases that did not chart | |||||
| Year | Single | Peak positions | Album | ||||||
|---|---|---|---|---|---|---|---|---|---|
| US Country | US | US AC | CAN Country | CAN | CAN AC | ||||
| 1967 | "Chet's Tune" | 38 | — | — | — | — | — | ||
| 1978 | "There Ain't No Good Chain Gang" | 2 | — | — | 5 | — | — | I Would Like to See You Again | |
| 1983 | "Leave Them Boys Alone" | 6 | — | — | 7 | — | — | Strong Stuff | |
| 1985 | "We Are the World" | 76 | 1 | 1 | — | 1 | 1 | We Are the World | |
| 1988 | "Somewhere Between Ragged and Right" | 23 | — | — | 35 | — | — | Blue Skies Again | |
| "Angels Love Bad Men" | 49 | — | — | 40 | — | — | Sure Feels Good | ||
| "High Ridin' Heroes" | 14 | — | — | 12 | — | — | Hard Times on Easy Street | ||
| 1996 | "One Good Love" | — | — | — | 34 | — | — | Tennessee Moon | |
| "—" denotes releases that did not chart | |||||||||
| Year | Title | Peak positions | A-side single | |||
|---|---|---|---|---|---|---|
| US Country [14] | US | CAN Country | ||||
| 1967 | "Love of the Common People" | 67 | — | — | "The Chokin' Kind" | |
| 1969 | "Delia's Gone" | 37 | — | — | "The Days of Sand and Shovels" | |
| 1975 | "Let's All Help the Cowboy (Sing the Blues)" | flip | — | — | "Rainy Day Woman" | |
| "Waymore's Blues" | — | — | — | "Dreaming My Dreams with You" | ||
| "Bob Wills Is Still the King" | flip | — | — | "Are You Sure Hank Done It This Way" | ||
| 1976 | "I'll Go Back to Her" | flip | — | — | "Can't You See" | |
| "So Good Woman" | flip | — | — | "Are You Ready for the Country" | ||
| 1977 | "Lookin' for a Feeling" | flip | — | — | "The Wurlitzer Prize (I Don't Want to Get Over You)" | |
| 1978 | "I Can Get Off On You" | flip | — | — | "Mamas Don't Let Your Babies Grow Up to Be Cowboys" | |
| "Girl I Can Tell (You're Trying to Work It Out)" | flip | — | — | "Don't You Think This Outlaw Bit's Done Got Out of Hand" | ||
| 1979 | "Wish I Was Crazy Again" | 22 | — | 25 | "There Ain't No Good Chain Gang" | |
| "—" denotes releases that did not chart | ||||||
| Year | Title | Director |
|---|---|---|
| 1983 | "The Conversation" (with Hank Williams, Jr.) | David Hogan |
| 1984 | "Never Could Toe the Mark" | |
| "If She'll Leave Her Mama" | ||
| "Settin' Me Up" | ||
| "Where Would I Be" | ||
| "Whatever Gets You Through the Night" | ||
| "America" | ||
| 1990 | "Wrong" | Deaton Flanigen |
| 1991 | "If I Can Find a Clean Shirt" (with Willie Nelson) | |
| 1993 | "Cowboy Movies" | Greg Travis |
| 1995 | "Wild Ones" | Deaton Flanigen |
| 1996 | "One Good Love" (with Neil Diamond)[15] | |
| "Deep in the West" (with Jessi Colter) | Jane Minarovic | |
| 2001 | "Drift Away" | Wyatt Smith |
| "Never Say Die" | ||
| "Amanda/A Couple More Years" |