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find holiday events for everyone on your list.

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Events in Woodlawn, South Side

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TBOX | Chicago's 29th Annual 12 Bars of Xmas/Santa Crawl | 20+ Wrigley Bars
Sat, Dec 13, 10:00 AM
Chicago · Wrigleyville's Best Bars (Full List in Event Description)
TBOX | Chicago's 29th Annual 12 Bars of Xmas/Santa Crawl | 20+ Wrigley Bars
Sat, Dec 13, 10:00 AM
Chicago · Wrigleyville's Best Bars (Full List in Event Description)
Nearly full
Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop
Sat, Dec 13, 1:00 PM
Chicago · IO Godfrey Rooftop Lounge
Nearly full
Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop
Sat, Dec 13, 1:00 PM
Chicago · IO Godfrey Rooftop Lounge
Nearly full
The Sons and Daughters Market
Sat, Dec 13, 9:00 AM
Chicago · 1001 N Crosby St
Nearly full
The Sons and Daughters Market
Sat, Dec 13, 9:00 AM
Chicago · 1001 N Crosby St
Cuffing SZN: Chicago Sapphic Edition
Saturday at 5:00 PM
Chicago · IN SESSION Sound.bite Lounge
Cuffing SZN: Chicago Sapphic Edition
Saturday at 5:00 PM
Chicago · IN SESSION Sound.bite Lounge
Selling quickly
Blasé: Under The Mistletoe
Thu, Dec 11, 9:00 PM
Chicago · The Promontory
Selling quickly
Blasé: Under The Mistletoe
Thu, Dec 11, 9:00 PM
Chicago · The Promontory
Nearly full
Music for the Masses: Dark 80's New Wave Nite [Chicago]
Saturday at 9:00 PM
Chicago · Beat Kitchen
Nearly full
Music for the Masses: Dark 80's New Wave Nite [Chicago]
Saturday at 9:00 PM
Chicago · Beat Kitchen
Selling quickly
SUNDAYS ARE FOR LOVERS: One Last Slow Jam
Sun, Dec 21, 4:00 PM
Chicago · The Promontory
Selling quickly
SUNDAYS ARE FOR LOVERS: One Last Slow Jam
Sun, Dec 21, 4:00 PM
Chicago · The Promontory
Selling quickly
Club Classics: Charli XCX Dance Party [Chicago]
Sat, Dec 20, 9:00 PM
Chicago · Subterranean
Selling quickly
Club Classics: Charli XCX Dance Party [Chicago]
Sat, Dec 20, 9:00 PM
Chicago · Subterranean
Selling quickly
Holiday Winter Dash Beer Run | 2025 Illinois Brewery Running Series
Sun, Dec 7, 12:00 PM
Chicago · Goose Island Taproom
Selling quickly
Holiday Winter Dash Beer Run | 2025 Illinois Brewery Running Series
Sun, Dec 7, 12:00 PM
Chicago · Goose Island Taproom
2025 Toy Drive, Drive
Sun, Dec 7, 8:00 AM
Chicago · Midwest Performance Cars
2025 Toy Drive, Drive
Sun, Dec 7, 8:00 AM
Chicago · Midwest Performance Cars
Nova New Year's Eve-#1 Party in Chicago For Recent Grads & Current Students
Wed, Dec 31, 9:00 PM
Chicago · Nova NYE
Nova New Year's Eve-#1 Party in Chicago For Recent Grads & Current Students
Wed, Dec 31, 9:00 PM
Chicago · Nova NYE
Selling quickly
The Get Busy w/ JAY ILLA - Promontory Farewell!
Sun, Dec 14, 4:00 PM
Chicago · The Promontory
Selling quickly
The Get Busy w/ JAY ILLA - Promontory Farewell!
Sun, Dec 14, 4:00 PM
Chicago · The Promontory
THE POWER OF PRAYER: Pajama Jam
Thu, Dec 18, 7:00 PM
Chicago · Row 24 Chicago
THE POWER OF PRAYER: Pajama Jam
Thu, Dec 18, 7:00 PM
Chicago · Row 24 Chicago
Selling quickly
Brothers Code 2025 (Chicago)
Sat, Dec 13, 8:00 AM
Chicago · 740 W 63rd St
Selling quickly
Brothers Code 2025 (Chicago)
Sat, Dec 13, 8:00 AM
Chicago · 740 W 63rd St
Selling quickly
Burning Red’s 3rd Annual Christmas Birth-TAY Bash
Sat, Dec 13, 7:00 PM
Chicago · Theater on the Lake
Selling quickly
Burning Red’s 3rd Annual Christmas Birth-TAY Bash
Sat, Dec 13, 7:00 PM
Chicago · Theater on the Lake
FESTIVAL OF LIGHTS CHANUKAH SOIREE
Sun, Dec 14, 7:00 PM
Chicago · The Old Post Office
FESTIVAL OF LIGHTS CHANUKAH SOIREE
Sun, Dec 14, 7:00 PM
Chicago · The Old Post Office
Nearly full
UIC Orchestra
Tomorrow at 7:30 PM
Chicago · UIC Theatre
Nearly full
UIC Orchestra
Tomorrow at 7:30 PM
Chicago · UIC Theatre
Holiday Extravaganza includes Toy Distribution
Sat, Dec 20, 12:00 PM
Chicago · 513 W 72nd St
Holiday Extravaganza includes Toy Distribution
Sat, Dec 20, 12:00 PM
Chicago · 513 W 72nd St
Nearly full
ALPFA Chicago Holiday Party 2025
Thu, Dec 11, 7:00 PM
Chicago · Bar Sol
Nearly full
ALPFA Chicago Holiday Party 2025
Thu, Dec 11, 7:00 PM
Chicago · Bar Sol
The Day Session Appreciation Christmas House Party December 2025
Sat, Dec 13, 11:00 AM
Chicago · Visions Odeum and Events
The Day Session Appreciation Christmas House Party December 2025
Sat, Dec 13, 11:00 AM
Chicago · Visions Odeum and Events

1 of 500

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Trends in Woodlawn

Explore more trends

1. Family activities

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Frequently asked questions about Woodlawn

What are the best events to attend?

According to Eventbrite, the best events are:

TBOX | Chicago's 29th Annual 12 Bars of Xmas/Santa Crawl | 20+ Wrigley Bars

Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop

The Sons and Daughters Market

Blasé: Under The Mistletoe

Which events are currently trending in Woodlawn?

The trending searches this month in Woodlawn are:

family activities

Which events are coming up?

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

Cuffing SZN: Chicago Sapphic Edition

Music for the Masses: Dark 80's New Wave Nite [Chicago]

2025 Toy Drive, Drive

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