Friday, June 5
Millennium Park, Michigan Ave. & Columbus Ave.
Jay Pritzker Pavilion
- 7:50–9pm – Shemekia Copeland
- 7–7:40pm – Jimmy Johnson and Billy Branch
- 5:45–6:45pm – Nick Moss Band featuring Dennis Gruenling
- 4:30–5:30pm – Marquise Knox
Budweiser Crossroads Stage (Chase Promenade South)
- 4:45–6pm – John Primer and The Real Deal Blues Band
- 3:15–4:40pm – Mr. Sipp
- 2–3pm – Annika Chambers
- 12:45–1:45pm – Big James & the Chicago Playboys
- 11:30am–12:30pm – Nora Jean Wallace
Visit Mississippi Juke Joint Stage (Chase Promenade North)
- 4:45–6pm – Mississippi Jam Session featuring Cedric Burnside, Eddie Cotton, Jr., JJ Thames and Lucious Spiller with Kenny “Beedy Eyes” Smith
- 3:30–4:30pm – Cedric Burnside
- 2:15–3:15pm – Eddie Cotton, Jr.
- 1–2pm – JJ Thames
- 11:45am–12:45pm – Lucious Spiller
Southwest Airlines Front Porch Stage (Wrigley Square)
- 8–9pm – Johnny Iguana’s Chicago Spectacular! with Billy Boy Arnold, John Primer, Matthew Skoller, Billy Flynn, Bill Dickens and Michael Caskey
- 6:30–7:30pm – Bob Stroger
- 5–6pm – Kilborn Alley Blues Band
- 3:30–4:30pm – Lurrie Bell
- 2–3pm – Erwin Helfer
- 12:30–1:30pm – Mary Lane
- 11am–12pm – Blues in the Schools and the New Rhythm Art Center
Park Grill Stage
- 4–4:45pm – The Smiley Tillmon Band featuring Kate Mossh
- 3–3:45pm – Joey J. Saye
- 2–2:45pm – Eric Noden
Rosa’s Lounge
- 11am–9pm – Daily showcase of Chicago Blues Legends and emerging artists that have called Rosa’s Lounge home over the last 36 years.
Saturday, June 6
Millennium Park, Michigan Ave. & Columbus Ave.
Jay Pritzker Pavilion
- 7:50–9pm – Candi Staton
- 7–7:40pm – John Primer and Steve Bell
- 5:45–6:45pm – Christone “Kingfish” Ingram
- 4:30–5:30pm – The Anthony Paule Soul Orchestra featuring Terrie Odabi and Sugaray Rayford
Budweiser Crossroads Stage (Chase Promenade South)
- 4:45–6pm – Tab Benoit
- 3:15–4:30pm – The Kinsey Report
- 2–3pm – Dawn Tyler Watson
- 12:45–1:45pm – Bernard Allison
- 11:30am–12:30pm – Joe Pratt and The Source One Band
Visit Mississippi Juke Joint Stage (Chase Promenade North)
- 4:45–6pm – Mississippi Jam Session featuring Dorothy Moore, Grady Champion, Dexter Allen, Stevie J Blues with Kenny “Beedy Eyes” Smith
- 3:30–4:30pm – Dorothy Moore
- 2:15pm–3:15pm – Grady Champion
- 1–2pm – Dexter Allen
- 11:45am–12:45pm – Urban Ladder Society featuring Stevie J Blues
Southwest Airlines Front Porch Stage (Wrigley Square)
- 8–9pm – Melody Angel
- 6:30–7:30pm – Johnny Burgin
- 5–6pm – Chicago Wind featuring Deitra Farr and Matthew Skoller
- 3:30–4:30pm – Mud Morganfield
- 2–3pm – Bridges to the Blues
- 12:30–1:30pm – Vino Louden Band
- 11am–12pm – 2020 International Blues Challenge Solo/Duo Winner: Hector Anchondo
Park Grill Stage
- 4–4:45pm – Gerry Hundt’s Legendary One-Man Band
- 3–3:45pm – Pete Galanis Band featuring Dave Herrero
- 2–2:45pm – Mississippi Gabe Carter
Rosa’s Lounge
- 11am–9pm – Daily showcase of Chicago Blues Legends and emerging artists that have called Rosa’s Lounge home over the last 36 years.
Sunday, June 7
Jay Pritzker Pavilion
- 7:50–9pm – Eric Gales
- 7–7:40pm – Erwin Helfer and Katherine Davis
- 5:45–6:45pm – Lil’ Ed & The Blues Imperials
- 4:30–5:30pm – Catherine Russell celebrating the Classic Blues Women Centennial
Budweiser Crossroads Stage (Chase Promenade South)
- 4:45–6pm – Billy Branch and The Sons of Blues
- 3:15–4:30pm – Sugaray Rayford
- 2–3pm – Tinsley Ellis
- 12:45–1:45pm – Mike Wheeler Band featuring Demetria Taylor
- 11:30am–12:30pm – 2020 International Blues Challenge Group Winner: Horojo Trio
Visit Mississippi Juke Joint Stage (Chase Promenade North)
- 4:45–6pm – Mississippi Jam Session featuring Johnny Rawls, Sharde Thomas, Big A, and Robert Kimbrough, Sr. with Kenny “Beedy Eyes” Smith
- 3:30–4:30pm – Johnny Rawls
- 2:15pm–3:15pm – Rising Stars Fife and Drum Band
- 1–2pm – Big A and The Allstars featuring Space Cowboy
- 11:45am–12:45pm – Robert Kimbrough, Sr.
Southwest Airlines Front Porch Stage (Wrigley Square)
- 6:30–7:30pm – Sheryl Youngblood
- 5–6pm – Freddie Dixon Chicago Blues Allstars
- 3:30–4:30pm – Carl Weathersby with Corey Dennison Band
- 2–3pm – Cash Box Kings
- 12:30–1:30pm – Jimmy Burns Band
- 11am–12pm – Anne Harris and Dave Herrero
Park Grill Stage
- 4–4:45pm – Dave Weld and the Imperial Flames
- 3–3:45pm – Matt Hendricks
- 2–2:45pm – Harmonica Hinds
Rosa’s Lounge
11am–9pm – Daily showcase of Chicago Blues Legends and emerging artists that have called Rosa’s Lounge home over the last 36 years.
Maxwell Street Market (800 S. Desplaines St.)
The Maxwell Street Market is a Chicago tradition with an eclectic mix of handmade crafts, resale housewares and clothing, live music, family fun and some of the best street food in Chicago.
1–2:15pm – Chicago Bound Blues Band