| Date | Artist | Venue | Location |
| 1998-11-12 | Jeff Tweedy | Lounge Ax  | Chicago, IL |
| 1. Lost Love 2. Hesitating Beauty 3. Christ For President 4. I'm Always In Love 5. She's A Jar 6. A Shot In The Arm 7. Misunderstood 8. Please Tell My Brother 9. Hoodoo Voodoo 10. Pick Up The Change 11. The Auld Triangle 12. California Stars 13. Black Eye 14. I Wish My Baby Was Born 15. Via Chicago 16. Box Full Of Letters 17. How To Fight Loneliness 18. Candyfloss 19. I'm Only Sleeping 20. Should've Been In Love 21. Pecan Pie 22. Bob Dylan's 49th Beard 23. When The Roses Bloom Again 24. I Got You (At The End Of The Century) 25. When You Wake Up Feeling Old 26. Froggie Went A Courtin' 27. Passenger Side 28. Wait Up |
| 1999-03-02 | Jeff Tweedy | Lounge Ax | Chicago, IL |
| 1. Sunken Treasure 2. When You Wake Up Feeling Old 3. Summer Teeth 4. Forget The Flowers 5. One By One 6. (Was I) In Your Dreams 7. How To Fight Loneliness 8. New Madrid 9. A Shot In The Arm 10. Hesitating Beauty 11. The Auld Triangle 12. Christ For President 13. Red-Eyed And Blue 14. I Got You (At The End Of The Century) 15. Dreamer In My Dreams 16. The Long Cut 17. I'm Always In Love 18. She's A Jar 19. The Lonely 1 20. Box Full Of Letters |
| 1999-03-04 | Jeff Tweedy & Jay Bennett | Tom Marker's Show, WXRT | Chicago, IL |
| 1. I'm Always In Love 2. When You Wake Up Feeling Old 3. How To Fight Loneliness |
| 1999-03-25 | Wilco | Gruenspan | Hamburg, Germany |
| 1. I'm Always In Love 2. A Shot In The Arm 3. How To Fight Loneliness 4. Red-Eyed And Blue 5. I Got You (At The End Of The Century) 6. Say You Miss Me 7. We're Just Friends 8. Via Chicago 9. Forget The Flowers 10. Christ For President 11. She's A Jar 12. Passenger Side 13. Monday 14. Can't Stand It 15. In A Future Age 16. Summer Teeth 17. California Stars 18. When You Wake Up Feeling Old 19. Hoodoo Voodoo 20. Casino Queen 21. Outtasite (Outta Mind) |
| 1999-03-27 | Wilco | Shepherds Bush Empire | London, England |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Red-Eyed And Blue 6. I Got You (At The End Of The Century) 7. Say You Miss Me 8. A Shot In The Arm 9. We're Just Friends 10. Hesitating Beauty 11. Christ For President 12. Passenger Side 13. Forget The Flowers 14. New Madrid 15. Monday 16. Can't Stand It 17. In A Future Age 18. She's A Jar 19. Summer Teeth 20. When You Wake Up Feeling Old 21. Outtasite (Outta Mind) 22. Casino Queen 23. California Stars |
| 1999-04-14 | Wilco | Barrymore Theater | Madison, WI |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Red-Eyed And Blue 6. I Got You (At The End Of The Century) 7. When You Wake Up Feeling Old 8. She's A Jar 9. A Shot In The Arm 10. We're Just Friends 11. Nothing'severgonnastandinmyway(again) 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Monday 16. Can't Stand It 17. In A Future Age 18. Summer Teeth 19. My Darling 20. ELT 21. New Madrid 22. California Stars 23. Casino Queen 24. Outta Mind (Outta Sight) |
| 1999-04-15 | Wilco | Canopy Club | Urbana, IL |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. In A Future Age 18. Summer Teeth 19. When You Wake Up Feeling Old 20. New Madrid 21. Forget The Flowers 22. California Stars 23. ELT 24. Casino Queen 25. Outta Mind (Outta Sight) 26. Hoodoo Voodoo |
| 1999-04-16 | Wilco | Fine Arts Center - Calvin College | Grand Rapids, MI |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Monday 16. Can't Stand It 17. In A Future Age 18. Summer Teeth 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars |
| 1999-04-19 | Wilco | Pearl Street | Northampton, MA |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. In A Future Age 18. Summer Teeth 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. ELT 23. Hoodoo Voodoo 24. Outtasite (Outta Mind) |
| 1999-04-20 | Wilco | Irving Plaza | New York, NY |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. In A Future Age 18. Summer Teeth 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. ELT 23. Casino Queen 24. Outtasite (Outta Mind) |
| 1999-04-21 | Wilco | Irving Plaza | New York, NY |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. In A Future Age 18. Summer Teeth 19. When You Wake Up Feeling Old 20. Forget The Flowers 21. Far, Far Away 22. California Stars 23. ELT 24. Hoodoo Voodoo 25. Casino Queen 26. Outtasite (Outta Mind) |
| 1999-04-23 | Wilco | The Avalon Ballroom | Boston, MA |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. In A Future Age // S2: 18. Summer Teeth 19. When You Wake Up Feeling Old 20. New Madrid 21. Forget The Flowers 22. California Stars // S3: 23. ELT 24. Casino Queen 25. Outtasite (Outta Mind) 26. Hoodoo Voodoo |
| 1999-04-24 | Wilco | Alumni Hall - Brown University | Providence, RI |
| 1. I'm Always In Love 2. Via Chicago 3. How To Fight Loneliness 4. Hotel Arizona 5. Nothing'severgonnastandinmyway(again) 6. Red-Eyed And Blue 7. I Got You (At The End Of The Century) 8. My Darling 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. Can't Stand It 16. Monday 17. Summer Teeth 18. When You Wake Up Feeling Old 19. New Madrid 20. California Stars 21. ELT 22. Casino Queen |
| 1999-04-26 | Wilco | Theater of the Living Arts | Philadelphia, PA |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Forget The Flowers 13. Hesitating Beauty 14. Christ For President 15. Passenger Side 16. Can't Stand It 17. Monday 18. ELT 19. My Darling 20. When You Wake Up Feeling Old 21. New Madrid 22. California Stars |
| 1999-04-30 | Wilco | The Music Farm | Charleston, SC |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. Via Chicago 5. Unknown??? 6. Hotel Arizona 7. Nothing'severgonnastandinmyway(again) 8. Red-Eyed And Blue 9. I Got You (At The End Of The Century) 10. Say You Miss Me 11. She's A Jar 12. A Shot In The Arm 13. Unknown??? 14. Hesitating Beauty 15. Pick Up The Change 16. Unknown??? 17. Passenger Side 18. Unknown??? 19. Can't Stand It 20. Monday 21. Unknown??? 22. Forget The Flowers 23. New Madrid 24. California Stars 25. When You Wake Up Feeling Old 26. ELT 27. Casino Queen 28. Outta Mind (Outta Sight) |
| 1999-05-07 | Wilco | Riviera Theatre | Chicago, IL |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. My Darling 16. Can't Stand It 17. Monday // S2: 18. Via Chicago 19. Forget The Flowers 20. When You Wake Up Feeling Old 21. New Madrid 22. California Stars // S3: 23. ELT 24. Casino Queen 25. Outtasite (Outta Mind) // S4: 26. Hoodoo Voodoo |
| 1999-05-08 | Wilco | Harris Center Concert Hall - Grinnell College | Grinnell, IA |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. My Darling 16. Can't Stand It 17. Monday 18. Forget The Flowers 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. ELT 23. Casino Queen |
| 1999-05-19 | Wilco | The Palladium | Vancouver, BC, Canada |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. My Darling 16. Can't Stand It 17. Monday 18. Forget The Flowers 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. Casino Queen 23. Outtasite (Outta Mind) |
| 1999-05-20 | Wilco | King Cat Theatre | Seattle, WA |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. My Darling 16. Can't Stand It 17. Monday 18. Forget The Flowers 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. Casino Queen 23. Outtasite (Outta Mind) 24. Hoodoo Voodoo |
| 1999-05-21 | Wilco | Roseland Theater | Portland, OR |
| 1. I'm Always In Love 2. I Must Be High 3. Summer Teeth 4. How To Fight Loneliness 5. Hotel Arizona 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. I Got You (At The End Of The Century) 9. She's A Jar 10. A Shot In The Arm 11. We're Just Friends 12. Hesitating Beauty 13. Christ For President 14. Passenger Side 15. My Darling 16. Can't Stand It 17. Monday 18. Forget The Flowers 19. When You Wake Up Feeling Old 20. New Madrid 21. California Stars 22. ELT 23. Casino Queen 24. Outtasite (Outta Mind) 25. Hoodoo Voodoo |
| 1999-06-15 | Jeff Tweedy | Lounge Ax | Chicago, IL |
| 1. A Shot In The Arm 2. Sunken Treasure 3. Ripple 4. Hesitating Beauty 5. I'm Into Something Good 6. Bob Dylan's 49th Beard 7. Dreaming 8. She's A Jar 9. Lost Love 10. Black Eye 11. In A Future Age 12. Can't Stand It 13. How To Fight Loneliness 14. Pieholden Suite 15. Candyfloss 16. Red-Eyed And Blue 17. I Got You (At The End Of The Century) 18. Casino Queen 19. (Was I) In Your Dreams 20. I'm The Man Who Loves You 21. Chinese Apple 22. She's A Jar 23. Far, Far Away 24. Someday Soon 25. Down In The Willow Garden 26. Passenger Side 27. Gun 28. The Lonely 1 29. When You Wake Up Feeling Old 30. ELT 31. California Stars |
| 1999-06-21 | Wilco | Main Debating Hall - Manchester University Student Union | Manchester, England |
| 1. Candyfloss 2. I'm Always In Love 3. I Must Be High 4. Summer Teeth 5. How To Fight Loneliness 6. Hotel Arizona 7. Nothing'severgonnastandinmyway(again) 8. Red-Eyed And Blue 9. I Got You (At The End Of The Century) 10. She's A Jar 11. A Shot In The Arm 12. We're Just Friends 13. Misunderstood 14. Hesitating Beauty 15. Christ For President 16. Passenger Side 17. My Darling 18. Can't Stand It 19. Monday 20. Forget The Flowers 21. When You Wake Up Feeling Old 22. New Madrid 23. California Stars 24. Casino Queen 25. Outtasite (Outta Mind) |
| 1999-06-30 | Wilco | Hechelei | Bielefeld, Germany |
| 1. California Stars 2. I'm Always In Love 3. I Must Be High 4. Summer Teeth 5. How To Fight Loneliness 6. Nothing'severgonnastandinmyway(again) 7. Red-Eyed And Blue 8. She's A Jar 9. A Shot In The Arm 10. We're Just Friends 11. Misunderstood 12. My Darling 13. Hesitating Beauty 14. Forget The Flowers 15. New Madrid 16. When You Wake Up Feeling Old 17. Kingpin |
| 1999-07-08 | Wilco | Hirsch | Nurnberg, Germany |
| 1. California Stars 2. I'm Always In Love 3. I Must Be High 4. Summer Teeth 5. How To Fight Loneliness 6. Hotel Arizona 7. Nothing'severgonnastandinmyway(again) 8. Red-Eyed And Blue 9. I Got You (At The End Of The Century) 10. She's A Jar 11. A Shot In The Arm 12. We're Just Friends 13. Misunderstood 14. Hesitating Beauty 15. Christ For President 16. Can't Stand It 17. Monday 18. Forget The Flowers 19. New Madrid 20. The Lonely 1 21. When You Wake Up Feeling Old 22. Casino Queen 23. Outtasite (Outta Mind) |
| 1999-08-07 | Wilco | Fort Adams State Park, Newport Folk Festival | Newport, RI |
| 1. James Alley Blues 2. Forget The Flowers 3. When You Wake Up Feeling Old 4. She's A Jar 5. A Shot In The Arm 6. Misunderstood 7. Hesitating Beauty 8. Christ For President 9. New Madrid 10. California Stars |
