This Weekend in Chicago
Two-and-a-half days of Chicago. Plan it now, or figure it out as you go.
Midnight Comedy Jam at Laugh Factory
Late-night stand-up comedy. Rowdy, loud, festive. Two-drink minimum. Midnight show Saturday.
The Great Bake Walk Food Crawl
Curated walking dessert tour through Lincoln Square bakeries, patisseries, and sweet shops. Check-in 9:45AM, walk 10AM-1PM Sunday. Appetite-focused, c
Southeast Side Pride Rainbow Dash
A community Pride run on the far Southeast Side starting at Colibri Coffee on 106th Street. All paces welcome. Post-run coffee and pastries. A unique neighborhood Pride celebration beyond the usual Northalsted scene.
Art of Pride at Hyde Park Art Center
Celebrate Pride Month with an afternoon of art, community, and creativity at the Hyde Park Art Center on the South Side. Features local LGBTQ+ artists, interactive installations, and a maker space. Free and open to all.
Divas of Pride Drag Brunch at Roscoes Tavern
Kick off Pride Month with a fabulous drag brunch at the legendary Roscoes Tavern in Northalsted. Drag performances, bottomless mimosas, brunch bites, and all the Pride energy you can handle. Reservations recommended.
Chicago Blues Festival Finale: Taj Mahal and Phantom Blues Band
The closing day of the 2026 Chicago Blues Festival features a Women in Blues Tribute with Mary Lane and Katherine Davis, Sue Foley, Chris Cain, and the legendary Taj Mahal & Phantom Blues Band closing the festival at 7:45 PM. Maxwell Street celebration from 10 AM-3 PM. Free admission.
First Sunday Historical Walking Tour at Pullman
Guided walking tour of Pullman National Historical Park. Labor movement history, the Pullman Strike, and the company town. Intellectual, reflective. 1
Sunday Mimosas and R&B River Cruise
Themed day party boat on the Chicago River every Sunday. Mimosas, craft cocktails, R&B vibes, riverfront finger foods. Soulful, scenic, social. Depart
Honky Tonk Sundays at Martyrs
Free every Sunday: The Hoyle Brothers play honky tonk, country, and outlaw music. A Martyrs tradition. Doors 2PM, show 3PM.
Lyle Lovett and His Large Band at City Winery
Country/jazz legend Lyle Lovett performs an intimate acoustic session. Sophisticated, soulful, elegant. Full upscale dining, house wines, and charcute
Nando de La Gente: En Espanol
Nando de La Gente brings his En Espanol show to Chicago Improv in Schaumburg on June 6.
Bleachers + Momo Boyd
Jack Antonoff's Bleachers bring arena-sized synth-pop anthems to the Salt Shed with Momo Boyd opening. One of the summer's biggest shows.
NeoCon 2026
NeoCon is where the commercial design world comes to gawk at what's next—think thousands of industry pros, architects, and furniture nerds converging to scope out cutting-edge interiors before they hit the mainstream. You'll navigate showrooms packed with the latest in workspace innovation, sustainability moves, and aesthetic flexes that'll reshape how offices actually look and function.
Pecha Kucha Vol. 68 at Martyrs
Pecha Kucha Night: 20 slides x 20 seconds. Speakers share ideas, art, and stories in rapid-fire format. Doors 7PM.
Chicago Cubs vs San Francisco Giants: Wrigley Field Replica Ballpark
Catch the Cubs vs.
Augustana & Phantom Planet at Lincoln Hall
Augustana and Phantom Planet co-headline at Lincoln Hall. CHIRP Radio 107.1FM welcomes. Audiotree Presents. 18+. Doors 7 PM, Show 8 PM.
Rilo Kiley Live In Concert
Indie rock legends Rilo Kiley reunite for a rare live show at The Salt Shed. Jenny Lewis and Blake Sennett back together on stage.
Sports Boyfriend + Living Thing
Indie rock double bill at the Empty Bottle in Ukrainian Village. Sports Boyfriend and Living Thing deliver scrappy, hook-filled sets.
Where's Beth + Shoulderbird
Two bands, one tiny legendary stage. Where's Beth and Shoulderbird bring underground energy to the Hideout.
Dave Weld & The Imperial Flames at Reggies
Dave Weld & The Imperial Flames with Dave Herrero at Reggies. Slide guitar master Dave Weld brings his blues-rock to the South Loop.
Kbong & Johnny Cosmic
Kbong and Johnny Cosmic bring laid-back reggae vibes to Garcia's Chicago on June 7.
Witch Club Satan, Patriarchy
Witch Club Satan and Patriarchy bring the noise to Reggies Rock Club on June 7.
Alex Isley at House of Blues
Neo-soul goddess Alex Isley brings her silky vocals and lush production to House of Blues Chicago. A must for R&B lovers.
Augustana + Phantom Planet
Mid-2000s indie rock reunion at Lincoln Hall. Augustana (Boston) and Phantom Planet (California) share a nostalgic bill.
The Unlikely Candidates
Texas alt-rock band The Unlikely Candidates bring infectious hooks and arena-ready energy to Cobra Lounge's intimate stage.
Penelope Trappes at Sleeping Village
Darkwave artist Penelope Trappes creates haunting, atmospheric soundscapes at Sleeping Village in Avondale.
End of Bluesfest After Party Projam
The official End of Bluesfest After Party takes over Reggies Music Joint on June 7.
Excision at Cermak Hall
Bass music titan Excision brings his bone-rattling production and legendary visual show to Cermak Hall. Earplugs recommended.
KAYZO at Concord Music Hall
Hard dance and dubstep producer KAYZO takes over Concord Music Hall. High-octane energy from start to finish.
Green Velvet at Romova
Chicago house royalty Green Velvet returns to Romova for a late-night set. The godfather of ghetto house on home turf.