Disc 1
- Sweet Home Chicago - Eric Clapton - Robert Cray - Buddy Guy - Hubert Sumlin - Jimmie Vaughan
- Rock Me Baby - Eric Clapton - Buddy Guy - B.B. King - Jimmie Vaughan
- Steamroller [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - James Taylor - Joe Walsh
- What the Cowgirls Do [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Jerry Douglas - Vince Gill
- After Midnight [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - J.J. Cale - Eric Clapton
- Green Light Girl - Doyle II Bramhall
- Hell at Home [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Eric Clapton - Sonny Landreth
- City Love [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - John Mayer
Disc 2
- Funk 49 [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Joe Walsh
- Drums of Passion [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Eric Clapton - Carlos Santana
- Cause We've Ended as Lovers [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Jeff Beck
- Have You Ever Loved a Woman [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Eric Clapton
- Layla [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Eric Clapton
Disc 3
- Little by Little [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Susan Tedeschi - Trucks
- Poor Johnny [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Cray
- Paying the Cost to Be the Boss [Live] - Cray - B.B. King - Hubert Sumlin - Jimmie Vaughan
- Tulsa Time [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Eric Clapton - Sheryl Crow - Vince Gill - Albert Lee
- On the Road Again [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Sheryl Crow - Vince Gill - Albert Lee - Willie Nelson
- Isn't It a Pity [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Eric Clapton
- Belief [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - John Mayer
- Mas Y Mas [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Los Lobos
Disc 4
- Big Block [Live at Crossroads Guitar Festival, Bridgeview, IL, 2007] - Jeff Beck
- Presence of the Lord - Eric Clapton - Steve Winwood
- Cocaine [Live at Crossroads Guitar Festival, Dallas, TX, 2004] - Eric Clapton
- Waitin' for the Bus/Jesus Just Left Chicago [Live at Crossroads Guitar Festival, Bridgeview, IL] - ZZ Top
- Don't Owe You a Thang [Live at Crossroads Guitar Festival, Bridgeview, IL, 2010] - Gary Jr. Clark
- Bright Lights [Live at Crossroads Guitar Festival, Bridgeview, IL, 2010] - Gary Jr. Clark
Disc 5
- Our Love Is Fading - Doyle II Bramhall - Eric Clapton - Gary Jr. Clark - Sheryl Crow
- Lay Down Sally - James Burton - Sheryl Crow - Vince Gill - Keb Mo - Earl Klugh - Albert Lee
- Space Captain - Warren Haynes - David Hidalgo - Cesar Rosas - Chris Stainton - Susan Tedeschi Band - Derek Trucks
- Hammerhead [Live at Crossroads Guitar Festival, Bridgeview, IL, 2010] - Jeff Beck
- Five Long Years [Live at Crossroads Guitar Festival, Bridgeview, IL] - Buddy Guy - Jonny Lang - Ron Wood
- Hear My Train a Comin' - Doyle II Bramhall
- Dear Mr. Fantasy [Live at Crossroads Guitar Festival, Bridgeview, IL, 2010] - Eric Clapton - Steve Winwood
Disc 6
- Born Under a Bad Sign - Booker T.
- Everyday I Have the Blues [Live at Crossroads Guitar] - Eric Clapton - Cray - B.B. King - Jimmie Vaughan
- Please Come Home [Live at Crossroads Guitar Festival, New York, NY, 2013] - Gary Jr. Clark
- Tumbling Dice [Live at Crossroads Guitar Festival, New York, NY, 2013] - Vince Gill - Albert Lee - Keith Urban
- I Shot the Sheriff [Live at Crossroads Guitar Festival, Bridgeview, IL, 2010] - Eric Clapton
- Crossroads [Live at Crossroads Guitar Festival, New York, NY, 2013] - Eric Clapton