What's On in Grand Boulevard

2026-06-23 · Davis Theater

Under the Lights is a ground breaking feature film about belonging and the universal truth that everyone has a silent struggle.

2026-06-24 · Manny's Coffee Shop & Deli

Don’t miss our wildly popular breakfast series!

2026-06-24 · Damen & Leland People Space

Local breweries and distilleries pair with neighborhood businesses to showcase local shops and locally-made drinks in one summer evening!

Thu Jun 25 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-26 · Hickory Hills Country Club

The Amateurs Gold Outing at Hickory Hills Country Club with your favorite Chicago radio stations, Q101, 94.7 WLS, and WLS-AM 890!

Fri Jun 26 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-26 · Morgan MFG

The Second Annual Third Coast Tattoo Show is June 26-28 2026! Join us at Morgan MFG in Chicago for 3 days of world-class tattooing and more!

2026-06-26 · The Pinball Capital

Stern Pro Circuit! Punk Rock Pinball! 120 pins! A/B/C playoffs! 10pm stop Friday and Saturday! Earth's biggest target matchplay qualifier!

2026-06-26 · Union Park

Chicago's Latino Festival returns June 26–28, 2026. Tres días de música, miches, y cultura. Get ready para toda la energía de Michelandia.

2026-06-26 · Logan Square Auditorium

The 12 year anniversary of Freelance Wrestling is upon us & since day 1, it has always been FREELANCE VS THE WORLD!

Sat Jun 27 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-27 · 115 Bourbon Street

Join us for a special fundraiser in memory of Daniel J Fleming to support the American Heart Association!

2026-06-27 · Downtown Park Forest

Join us for a chill evening of groovy house music vibes on the lawn!

2026-06-27 · Sound Bar

The legendary Gene Hunt's birthday party w a massive DJ lineup handpicked by him. House Music is Home at Soundbar Sat. June 27th 330p-9p.

2026-06-27 · Cheetah Gym

22nd annual BACK LOT BASH takes place during Chicago's Pride weekend on Saturday June 27th, Sunday, June 28th 2026.

2026-06-27 · Anita Dee Yacht Charters

Get ready to set sail on a three-level yacht party with breathtaking fireworks on Lake Michigan! #1 in Chicago Best Vibes Hands Down!

Sat Jun 27 · 7:00 PM · God is funny!

CHICAGO!! We are pulling up!!! My Brother’s Keeper is a one-of-a-kind comedy experience presented by God is funny! and

2026-06-27 · Dorothy

Gyrate is a Black, Latine + Queer run party that celebrates the Caribbean and the Black Diaspora. Don't miss their Dorothy debut this Pride!

2026-06-27 · Masada

Voted #1 Afrobeats Dance Party in Chicago

Sun Jun 28 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-28 · Reserv

June 28th! Patio Brunch Rooftop Sunday Funday Series Downtown Chicago At RESERV! Great Food & Drink Specials Early! Must RSVP For Entry!

2026-06-28 · Whispers at Oak Street Beach

Reggaeton Fest returns bigger in 2026. Beach vibes, DJs, dancers & skyline views. Don’t miss Chicago’s hottest summer party.

2026-06-28 · Anita Dee Yacht Charters

Boat Party’s on Lake Michigan Is A Must! 3 Levels • DJs • Bars • Fun • Food • Views & More! Indoor / Outdoor Yacht We Sail Rain Or Shine :)

Mon Jun 29 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-29 · Wicker Park

Professors, experts, and storytellers giving thought-provoking lectures in Chicago bars.

Tue Jun 30 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-06-30 · Chicago Shakespeare Theater

Spotlighting trailblazing innovators who have broken barriers and lifted up other women across their careers.

2026-06-30 · Old Post Office

Chicago dressed in white for a night of Jewish pride.

Thu Jul 2 · 10:00 AM · American Writers Museum

Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind

2026-07-02 · Crowne Plaza Chicago West Loop, an IHG Hotel

Tango Festival in Chicago - Classes, Milongas/Practicas, Performances in the Downtown area of Chicago. Ideal time to visit Chicago.