26 Oct 1999 - Park West, Chicago, IL, USA
Main: I Am the Man, Thomas by Ralph Stanley, To Ramona, Visions of Johanna, Stone Walls and Steel Bars by The Stanley Brothers, Tangled Up in Blue, Watching the River Flow, Blind Willie McTell, Tombstone Blues, Make You Feel My Love, Everything Is Broken
Encore: Like a Rolling Stone, Blowin' in the Wind
18 Sep 1999 - Starplex Amphitheatre, Dallas, TX, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), Boots of Spanish Leather, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Silvio, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, The Boxer by Simon & Garfunkel, That'll Be the Day by The Crickets + The Wanderer by Dion, Knockin' on Heaven's Door
17 Sep 1999 - Cynthia Woods Mitchell Pavilion, The Woodlands, TX, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), Love Minus Zero/No Limit, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Don't Think Twice, It's All Right, Not Fade Away by The Crickets, Blowin' in the Wind, Rainy Day Women #12 & 35
15 Sep 1999 - Frank Erwin Center, Austin, TX, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), It's All Over Now, Baby Blue, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore 1: Like a Rolling Stone, Girl From the North Country, Not Fade Away by The Crickets
Encore 2: Blowin' in the Wind
Encore 3: Rainy Day Women #12 & 35
12 Sep 1999 - Cajundome, Lafayette, LA, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), To Ramona, Tangled Up in Blue, All Along the Watchtower, Positively 4th Street, Silvio, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, It Ain't Me, Babe, The Boxer by Simon & Garfunkel, That'll Be the Day by The Crickets + The Wanderer by Dion, Knockin' on Heaven's Door
11 Sep 1999 - Pyramid Arena, Memphis, TN, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), One Too Many Mornings, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, Not Fade Away by The Crickets
9 Sep 1999 - Deer Creek Music Center, Noblesville, IN, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), One Too Many Mornings, Tangled Up in Blue, All Along the Watchtower, Lay Lady Lay, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Don't Think Twice, It's All Right, The Boxer by Simon & Garfunkel, I Walk the Line by Johnny Cash, The Wanderer by Dion, Knockin' on Heaven's Door
8 Sep 1999 - First American Music Center, Antioch, TN, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), It's All Over Now, Baby Blue, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Silvio, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, Not Fade Away by The Crickets
5 Sep 1999 - Blockbuster Pavilion, Charlotte, NC, USA
Main: Roving Gambler by [traditional], Mr. Tambourine Man, It's Alright, Ma (I'm Only Bleeding), To Ramona, Tangled Up in Blue, All Along the Watchtower, Lay Lady Lay, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Silvio
Encore: Like a Rolling Stone, It Ain't Me, Babe, The Boxer by Simon & Garfunkel, I Walk the Line by Johnny Cash + Blue Moon of Kentucky by Bill Monroe, Knockin' on Heaven's Door
4 Sep 1999 - Chastain Park Amphitheater, Atlanta, GA, USA
Main: I Am the Man, Thomas by Ralph Stanley, Mr. Tambourine Man, Desolation Row, It's All Over Now, Baby Blue, Tangled Up in Blue, All Along the Watchtower, Lay Lady Lay, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, Not Fade Away by The Crickets
2 Sep 1999 - Coral Sky Amphitheatre, West Palm Beach, Florida, FL, USA
Main: Somebody Touched Me by [traditional], My Back Pages, Masters of War, Love Minus Zero/No Limit, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Silvio, The Heart That You Own by Dwight Yoakam, Highway 61 Revisited
Encore: Like a Rolling Stone, It Ain't Me, Babe, The Boxer by Simon & Garfunkel, That'll Be the Day by The Crickets + The Wanderer by Dion, Knockin' on Heaven's Door
31 Jul 1999 - Jones Beach Amphitheater, Wantagh, NY, USA
Main: Friend of the Devil by Grateful Dead, My Back Pages, Masters of War, Tangled Up in Blue, Forever Young, All Along the Watchtower, Positively 4th Street, Watching the River Flow, Not Dark Yet, Silvio
Encore: Like a Rolling Stone, Blowin' in the Wind, The Sound of Silence by Simon & Garfunkel, That'll Be the Day by The Crickets + The Wanderer by Dion, Knockin' on Heaven's Door
30 Jul 1999 - Jones Beach Amphitheater, Wantagh, NY, USA
Main: Oh Babe, It Ain't no Lie by Elizabeth Cotten, Mr. Tambourine Man, Desolation Row, Girl From the North Country, Tangled Up in Blue, All Along the Watchtower, Shelter From the Storm, Maggie's Farm, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, It Ain't Me, Babe, Not Fade Away by The Crickets
28 Jul 1999 - PNC Bank Arts Center, Holmdel, NJ, USA
Main: Cocaine Blues by W. A. Nichol's Western Aces, My Back Pages, Masters of War, To Ramona, Tangled Up in Blue, All Along the Watchtower, Lenny Bruce, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, It Ain't Me, Babe, Not Fade Away by The Crickets, Blowin' in the Wind
27 Jul 1999 - Madison Square Garden, New York, NY, USA
Main: Cocaine Blues by W. A. Nichol's Western Aces, Mr. Tambourine Man, A Hard Rain's A-Gonna Fall, Love Minus Zero/No Limit, Tangled Up in Blue, Highlands, All Along the Watchtower, Just Like a Woman, Silvio
Encore: Like a Rolling Stone, Blowin' in the Wind, The Sound of Silence by Simon & Garfunkel, I Walk the Line by Johnny Cash + Blue Moon of Kentucky by Bill Monroe, Knockin' on Heaven's Door
26 Jul 1999 - Tramps, New York, NY, USA
Main: Oh Babe, It Ain't no Lie by Elizabeth Cotten, The Times They Are A-Changin', Boots of Spanish Leather, John Brown, Visions of Johanna, Seeing the Real You at Last, Ballad of a Thin Man, Most Likely You Go Your Way and I'll Go Mine, Every Grain of Sand, Tombstone Blues, Not Dark Yet, Highway 61 Revisited
Encore: Love Sick, Like a Rolling Stone, It Ain't Me, Babe, Not Fade Away by The Crickets, Blowin' in the Wind, Alabama Getaway by Grateful Dead, I Shall Be Released
24 Jul 1999 - Meadows Music Theater, Hartford, CT, USA
Main: Friend of the Devil by Grateful Dead, My Back Pages, Masters of War, Tomorrow Is a Long Time, Tangled Up in Blue, All Along the Watchtower, Just Like a Woman, Silvio, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, The Sound of Silence by Simon & Garfunkel, I Walk the Line by Johnny Cash + Blue Moon of Kentucky by Bill Monroe, Knockin' on Heaven's Door
23 Jul 1999 - Tweeter Center, Mansfield, MA, USA
Main: Somebody Touched Me by [traditional], Mr. Tambourine Man, Desolation Row, Don't Think Twice, It's All Right, Tangled Up in Blue, All Along the Watchtower, Lay Lady Lay, Stuck Inside of Mobile With the Memphis Blues Again, Not Dark Yet, Highway 61 Revisited
Encore: Like a Rolling Stone, Blowin' in the Wind, Not Fade Away by The Crickets
22 Jul 1999 - Tweeter Center, Mansfield, MA, USA
Main: Oh Babe, It Ain't no Lie by Elizabeth Cotten, My Back Pages, Masters of War, Tangled Up in Blue, Girl From the North Country, All Along the Watchtower, Positively 4th Street, Maggie's Farm, Not Dark Yet, Silvio
Encore: Like a Rolling Stone, It Ain't Me, Babe, The Sound of Silence by Simon & Garfunkel, That'll Be the Day by The Crickets + The Wanderer by Dion, Knockin' on Heaven's Door