Free food & drink events in Oldtown, Central

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

Chicago African Restaurant Week 2025
Wed, Oct 15, 12:00 PM
Grant Park · Chicago
Chicago African Restaurant Week 2025
Wed, Oct 15, 12:00 PM
Grant Park · Chicago
Sales end soon
Panorama Mezcal TakeOver La Josie, Chicago 08.30.25
Tomorrow at 10:00 PM
West Town · La Josie
Sales end soon
Panorama Mezcal TakeOver La Josie, Chicago 08.30.25
Tomorrow at 10:00 PM
West Town · La Josie
Wine Crawl Chicago - Be a Tourist In Your Own Town
Near North Side · TBD
Wine Crawl Chicago - Be a Tourist In Your Own Town
Near North Side · TBD
Oktoberfest at the Goose Island Salt Shed Pub
Sat, Sep 13, 11:00 AM
Goose Island · Goose Island Salt Shed Pub
Oktoberfest at the Goose Island Salt Shed Pub
Sat, Sep 13, 11:00 AM
Goose Island · Goose Island Salt Shed Pub
Sales end soon
Art + Wine Tasting with Shall We Wine
Wednesday at 6:00 PM
Near North Side · 21c Museum Hotel Chicago
Sales end soon
Art + Wine Tasting with Shall We Wine
Wednesday at 6:00 PM
Near North Side · 21c Museum Hotel Chicago
Selling quickly
Harley Clarke Mansion Community Fish Boil
Sat, Sep 20, 3:00 PM
Northeast · Harley Clarke Mansion
Selling quickly
Harley Clarke Mansion Community Fish Boil
Sat, Sep 20, 3:00 PM
Northeast · Harley Clarke Mansion
Sales end soon
Winston Plaza $5,000 Giveaway at Taste of Melrose Park 2025
Today at 6:00 PM
Heritage District · Melrose Park Village Office
Sales end soon
Winston Plaza $5,000 Giveaway at Taste of Melrose Park 2025
Today at 6:00 PM
Heritage District · Melrose Park Village Office
Sales end soon
VIBES AFTER DARK
Tomorrow at 9:00 PM
The Loop · etc.
Sales end soon
VIBES AFTER DARK
Tomorrow at 9:00 PM
The Loop · etc.
Lazy River Social Club Oyster Night
Wed, Sep 10, 6:00 PM
Goose Island · Goose Island Salt Shed Pub
Lazy River Social Club Oyster Night
Wed, Sep 10, 6:00 PM
Goose Island · Goose Island Salt Shed Pub
The Yard Signature Fulton Market Grand Opening Party
Wed, Sep 17, 6:00 PM
West Town · The Yard Fulton Market - Coworking Chicago
The Yard Signature Fulton Market Grand Opening Party
Wed, Sep 17, 6:00 PM
West Town · The Yard Fulton Market - Coworking Chicago
Selling quickly
Labor Day Weekend Kick Off At Chalet Chicago Fridays
Today at 9:00 PM
Near North Side · 228 W Chicago Ave
Selling quickly
Labor Day Weekend Kick Off At Chalet Chicago Fridays
Today at 9:00 PM
Near North Side · 228 W Chicago Ave
Sales end soon
SLAYAWAY CAMP: BRUNCH & BINGO (Sponsored by Willies 'n Waffles)
Sunday at 11:00 AM
Lakeview · The Newport Theater
Sales end soon
SLAYAWAY CAMP: BRUNCH & BINGO (Sponsored by Willies 'n Waffles)
Sunday at 11:00 AM
Lakeview · The Newport Theater
Taste of Serbia
Sat, Sep 6, 12:00 PM
Maplewood · Old Holy Resurrection Serbian Orthodox Church
Taste of Serbia
Sat, Sep 6, 12:00 PM
Maplewood · Old Holy Resurrection Serbian Orthodox Church
“Shoulda Been a Virgo” Bash at Chalet
Fri, Sep 5, 9:00 PM
Near North Side · 228 W Chicago Ave
“Shoulda Been a Virgo” Bash at Chalet
Fri, Sep 5, 9:00 PM
Near North Side · 228 W Chicago Ave
Lazy River Social Club featuring J.P. Graziano
Wed, Sep 24, 6:00 PM
Goose Island · Goose Island Salt Shed Pub
Lazy River Social Club featuring J.P. Graziano
Wed, Sep 24, 6:00 PM
Goose Island · Goose Island Salt Shed Pub
Sales end soon
Books and Beer At Turner Häus Brewery
Sunday at 2:00 PM
Bronzeville · Turner Haus Brewery
Sales end soon
Books and Beer At Turner Häus Brewery
Sunday at 2:00 PM
Bronzeville · Turner Haus Brewery
BXVL Market - Slider Fest
Wed, Sep 10, 4:00 PM
Bronzeville · Boxville
BXVL Market - Slider Fest
Wed, Sep 10, 4:00 PM
Bronzeville · Boxville
Sales end soon
Arrogant Frog Bar Sunday Open Bar 1PM to 4PM
Sunday at 1:00 PM
Sheffield Neighbors · 1365 W Fullerton Ave
Sales end soon
Arrogant Frog Bar Sunday Open Bar 1PM to 4PM
Sunday at 1:00 PM
Sheffield Neighbors · 1365 W Fullerton Ave
Selling quickly
Elevate Chicago Team Dinner
Sat, Sep 13, 7:00 PM
Near North Side · Lou Malnati's Pizzeria
Selling quickly
Elevate Chicago Team Dinner
Sat, Sep 13, 7:00 PM
Near North Side · Lou Malnati's Pizzeria
SURVIVAL OF THE LITTEST: A VIRGO CELEBRATION
Sat, Sep 13, 10:00 PM
Hyde Park · The Promontory
SURVIVAL OF THE LITTEST: A VIRGO CELEBRATION
Sat, Sep 13, 10:00 PM
Hyde Park · The Promontory

Trends in Oldtown

Explore more trends

Frequently asked questions about Oldtown

What are the best free events to attend?

According to Eventbrite, the best free events are:

Chicago African Restaurant Week 2025

Wine Crawl Chicago - Be a Tourist In Your Own Town

Oktoberfest at the Goose Island Salt Shed Pub

Art + Wine Tasting with Shall We Wine

Which events are currently trending in Oldtown?

The trending searches this month in Oldtown are:

old town chicago

toddler

cooking classes

Which free events are coming up?

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

Winston Plaza $5,000 Giveaway at Taste of Melrose Park 2025

Labor Day Weekend Kick Off At Chalet Chicago Fridays

VIBES AFTER DARK

Panorama Mezcal TakeOver La Josie, Chicago 08.30.25

Chicago African Restaurant Week 2025

Chicago African Restaurant Week 2025

Panorama Mezcal TakeOver La Josie, Chicago 08.30.25

Panorama Mezcal TakeOver La Josie, Chicago 08.30.25

Wine Crawl Chicago - Be a Tourist In Your Own Town

Wine Crawl Chicago - Be a Tourist In Your Own Town

Oktoberfest at the Goose Island Salt Shed Pub

Oktoberfest at the Goose Island Salt Shed Pub

Art + Wine Tasting with Shall We Wine

Art + Wine Tasting with Shall We Wine

Harley Clarke Mansion Community Fish Boil

Harley Clarke Mansion Community Fish Boil

Winston Plaza $5,000 Giveaway at Taste of Melrose Park 2025

Winston Plaza $5,000 Giveaway at Taste of Melrose Park 2025

VIBES AFTER DARK

VIBES AFTER DARK

Lazy River Social Club Oyster Night

Lazy River Social Club Oyster Night

The Yard Signature Fulton Market Grand Opening Party

The Yard Signature Fulton Market Grand Opening Party

Labor Day Weekend Kick Off At Chalet Chicago Fridays

Labor Day Weekend Kick Off At Chalet Chicago Fridays

SLAYAWAY CAMP: BRUNCH & BINGO (Sponsored by Willies 'n Waffles)

SLAYAWAY CAMP: BRUNCH & BINGO (Sponsored by Willies 'n Waffles)

Taste of Serbia

Taste of Serbia

“Shoulda Been a Virgo” Bash at Chalet

“Shoulda Been a Virgo” Bash at Chalet

Lazy River Social Club featuring J.P. Graziano

Lazy River Social Club featuring J.P. Graziano

Books and Beer At Turner Häus Brewery

Books and Beer At Turner Häus Brewery

BXVL Market - Slider Fest

BXVL Market - Slider Fest

Arrogant Frog Bar Sunday Open Bar 1PM to 4PM

Arrogant Frog Bar Sunday Open Bar 1PM to 4PM

Elevate Chicago Team Dinner

Elevate Chicago Team Dinner

SURVIVAL OF THE LITTEST: A VIRGO CELEBRATION

SURVIVAL OF THE LITTEST: A VIRGO CELEBRATION

Things to do around Oldtown

Trends in Oldtown

1. Old town chicago

2. Toddler

3. Cooking classes