10:00a-8:00 Juneteenth Community BBQ with Kool Mo Dee ++ at DuSable Museum for African American History
5:00 Neil Dixon Smith at Northman Riverwalk
5:30 Chicago Jazz Orchestra with Alyssa Allgood at Jazz Showcase, $25-40
6:00, 8:15 The Shout Section Big Band at Andy's, $15
6:00 Pro/Am Open Mic Night at On Tour Brewery
6:00 Open Mic/Open Jam Monday with host Aaron Kelly at Preservation Geneva
6:30 Inspirational Music hosted by Jim & Diana at Shanahans Woodridge
7:00 Whiskey Bob Taylor hosts Open Mic Night at Montrose Saloon
7:00 Blake Burkhart, Zack Fedor & The Long Goodbyes, ++ at Reggie’s Music Joint, $10, South Loop Comedy & Music
7:00 Thotcrime, Blind Equation, Cocojoey, Bejalvin at Subterranean, $12
7:00 Joe Bertucci acoustic at 115 Bourbon Street Merrionette Park
7:00 Wayward Potatoes with caller Eric Zorn at Irish American Heritage Center 4th Floor Ballroom, $5-10, Contra & Square Dance, Lesson at 6:30
x 7:30 Dave Mason, The Outlaws at Rialto Square Theatre Joliet, $31-104
7:30 Trio Nexus with Reggie Thomas at SPACE Evanston, $12-22
7:30 Tommy Muellner’s Jazz Jam Mondays at Borelli’s Pizza
X 8:00 Brian O’Hern’s Model Citizens Big Band at Gallery Cabaret
x 8:00 Joel Paterson & Friends at Green Mill, $10
8:00 Extraordinary Popular Delusions at Beat Kitchen
8:00 Freddie Old Soul, J Bambii, Recoe Chi, Adam Ness, Heavy Crownz, Dialect Tre at Schubas, $15-20
8:00 Mallard/Parenti Duo, Alex Beltran Quartet at Elastic Arts, $15, Anagram Series
8:00 Stephen Harvey Octet at Fulton Street Collective, $15
8:00 Joey J. Saye at California Clipper, Blues Night
8:00 Lucky Cloud solo, Dead Gowns solo, Quinn Tsan at Color Club, $12
8:00 Monday Night Open Jam hosted by Tommy Carroll at Golden Dagger
9:00 Savak, Douglas McCombs solo, Tim Midyett at Empty Bottle
9:00 Punk Rock Monday DJ OD at Delilah’s
9:30 DJ Adam Black at Emporium Wicker Park, Manic Mondays Industry Night
10:00 Mauricio, Ricomash, Aireloosh, Bigbabydeeo at Prysm, $10-15, Industry Mondays
?:00 Smiley Tillmon Band at Beverly Arts Center, Music Mondays
x 7:30 Dave Mason, The Outlaws at Rialto Square Theatre Joliet, $31-104
X 8:00 Brian O’Hern’s Model Citizens Big Band at Gallery Cabaret
x 8:00 Joel Paterson & Friends at Green Mill, $10