1 Green Mill Green Mill Uptown 4802 N Broadway, Chicago, IL 60640 Chicago Al Capone's old booth is still there and the silence rule during sets is LAW. Best jazz room in the city, that's just facts. 2 Jazz Showcase Jazz Showcase South Loop 806 S Plymouth Ct, Chicago, IL 60605 Chicago Oldest room in town and it shows in the best way. Sunday matinee is a steal, bring the kids, bring your old man. 3 Winter's Jazz Club Winter's Jazz Club Streeterville 465 N McClurg Ct, Chicago, IL 60611 Chicago Small room, big sound, no distractions. Feels like the band's playing just for your table. Underrated, period. 4 Constellation Constellation Avondale 3111 N Western Ave, Chicago, IL 60618 Chicago This is where the weird stuff happens, experimental and avant-garde. Not every night's for everybody but when it clicks, it CLICKS. 5 Buddy Guy's Legends Buddy Guy's Legends South Loop 700 S Wabash Ave, Chicago, IL 60605 Chicago Blues not jazz but I'm not a snob about it. The man himself still shows up some nights. Chicago institution, full stop. 6 Thalia Hall Thalia Hall Pilsen 1227 W 18th St, Chicago, IL 60608 Chicago Old opera house turned concert hall, acoustics are no joke. Grab a drink downstairs at Dusek's after, you won't regret it. 7 City Winery Chicago City Winery Chicago West Loop 1200 W Randolph St, Chicago, IL 60607 Chicago Table service during the show, wine list is legit. More of a date-night pick than a rowdy Friday but it works. 8 SPACE Evanston SPACE Evanston 1245 Chicago Ave, Evanston, IL 60202 Evanston Worth the drive north, sightlines are great and the room's small enough you feel every note. Book ahead, it sells out. 
TheLysts
