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Free Events and Things to do in Oldtown, Central

Search for something you love or check out popular events in your area.

Black LGBTQ+ Beach Day
Sat, Jun 27, 2:00 PM
Chicago · 63rd Street Beach
Black LGBTQ+ Beach Day
Sat, Jun 27, 2:00 PM
Chicago · 63rd Street Beach
Almost full
Juneteenth Jubilee Jam Presented by B-EATS
Saturday at 3:00 PM
Chicago · The Salt Shed
Almost full
Juneteenth Jubilee Jam Presented by B-EATS
Saturday at 3:00 PM
Chicago · The Salt Shed
Almost full
2025-2026 Wells Fargo Small Business Fellowship Summit
Mon, Jun 22, 4:00 PM
Chicago · David Rubenstein Forum at the University of Chicago
Almost full
2025-2026 Wells Fargo Small Business Fellowship Summit
Mon, Jun 22, 4:00 PM
Chicago · David Rubenstein Forum at the University of Chicago
Almost full
Chicago's Largest Playdate - Humboldt Park
Sat, Jun 27, 10:00 AM
Chicago · Humboldt Park Boathouse
Almost full
Chicago's Largest Playdate - Humboldt Park
Sat, Jun 27, 10:00 AM
Chicago · Humboldt Park Boathouse
Going fast
Juneteenth Grant Housing Expo
Tuesday at 6:00 PM
Chicago · 932 E 43rd St
Going fast
Juneteenth Grant Housing Expo
Tuesday at 6:00 PM
Chicago · 932 E 43rd St
Almost full
3rd Annual Taste of Bronzeville
Sat, Jul 25, 11:00 AM
Chicago · 3701 S Martin Luther King Dr
Almost full
3rd Annual Taste of Bronzeville
Sat, Jul 25, 11:00 AM
Chicago · 3701 S Martin Luther King Dr
Sales end soon
International Soccer Watch Party
Thursday at 10:00 AM
Chicago · Fulton Market Social
Sales end soon
International Soccer Watch Party
Thursday at 10:00 AM
Chicago · Fulton Market Social
Sales end soon
Life Scientist Appreciation Week 2026 - Downtown Chicago
Thursday at 11:00 AM
Chicago · 303 E Superior St
Sales end soon
Life Scientist Appreciation Week 2026 - Downtown Chicago
Thursday at 11:00 AM
Chicago · 303 E Superior St
Almost full
Let Freedom Sing! Celebrating Civil Rights, Liberty, and Democracy
Tuesday at 7:00 PM
Chicago · South Shore Cultural Center
Almost full
Let Freedom Sing! Celebrating Civil Rights, Liberty, and Democracy
Tuesday at 7:00 PM
Chicago · South Shore Cultural Center
Almost full
Chicago Climate Connect
Thursday at 6:00 PM
Chicago · TeamWorking by TechNexus
Almost full
Chicago Climate Connect
Thursday at 6:00 PM
Chicago · TeamWorking by TechNexus
Going fast
Chicago Literary Hall of Fame Induction Ceremony: Ed Roberson
Thursday at 6:00 PM
Chicago · Poetry Foundation
Going fast
Chicago Literary Hall of Fame Induction Ceremony: Ed Roberson
Thursday at 6:00 PM
Chicago · Poetry Foundation
Sales end soon
BYW Rooftop Mixer and Safety Meeting
Tuesday at 5:00 PM
Chicago · Tetto Chicago
Sales end soon
BYW Rooftop Mixer and Safety Meeting
Tuesday at 5:00 PM
Chicago · Tetto Chicago
Sales end soon
Join Biggest Community | Investors Founders | Online
Thursday at 12:00 PM
Chicago · Chicago
Sales end soon
Join Biggest Community | Investors Founders | Online
Thursday at 12:00 PM
Chicago · Chicago
Hot Girl Walk®| Chicago | June 27
Sat, Jun 27, 9:30 AM
Chicago · Ping Tom Memorial Park
Hot Girl Walk®| Chicago | June 27
Sat, Jun 27, 9:30 AM
Chicago · Ping Tom Memorial Park
Insurance Summer Mixer
Thu, Jun 25, 4:30 PM
Chicago · Island Party Hut
Insurance Summer Mixer
Thu, Jun 25, 4:30 PM
Chicago · Island Party Hut
Almost full
ISOKE. A JORDAN SMITH PROJECT.
Friday at 6:00 PM
Chicago · 1579 N Milwaukee Ave
Almost full
ISOKE. A JORDAN SMITH PROJECT.
Friday at 6:00 PM
Chicago · 1579 N Milwaukee Ave
Almost full
Fleet Feet South Loop: Post Run Class @ CorePower Yoga
Tomorrow at 6:00 PM
Chicago · Fleet Feet South Loop
Almost full
Fleet Feet South Loop: Post Run Class @ CorePower Yoga
Tomorrow at 6:00 PM
Chicago · Fleet Feet South Loop
Almost full
Juneteenth Edition! The FRIDAY Happy Hour Day Party @ Chemistry!
Friday at 2:00 PM
Chicago · Chemistry Chicago
Almost full
Juneteenth Edition! The FRIDAY Happy Hour Day Party @ Chemistry!
Friday at 2:00 PM
Chicago · Chemistry Chicago
Going fast
GirlCon 2026
Sat, Jun 27, 9:30 AM
Chicago · 30 S Wacker Dr
Going fast
GirlCon 2026
Sat, Jun 27, 9:30 AM
Chicago · 30 S Wacker Dr
Going fast
City Scenes Summer Block Party
Saturday at 12:00 PM
Chicago · The Shops at North Bridge
Going fast
City Scenes Summer Block Party
Saturday at 12:00 PM
Chicago · The Shops at North Bridge

Trends in Oldtown

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Frequently asked questions about Oldtown

What are the best free events to attend?

According to Eventbrite, the best free events are:

Black LGBTQ+ Beach Day

Juneteenth Jubilee Jam Presented by B-EATS

2025-2026 Wells Fargo Small Business Fellowship Summit

Chicago's Largest Playdate - Humboldt Park

Which events are currently trending in Oldtown?

The trending searches this month in Oldtown are:

old town chicago

Which free events are coming up?

Discover the best free events happening soon – you don't want to miss them:

Fleet Feet South Loop: Post Run Class @ CorePower Yoga

BYW Rooftop Mixer and Safety Meeting

Juneteenth Grant Housing Expo

Let Freedom Sing! Celebrating Civil Rights, Liberty, and Democracy