Chicago Twenty Something
If you're a recent college graduate, young professional, or just someone looking to have some fun, Chicago 20 Something is your one stop shop for all things party in Chicago!
We specialize in creating unique experiences to help you take full advantage of everything that Chicago has to offer, all with a drink in hand! We host the biggest and best events in the city for St. Patrick's Day, Halloween, New Year's Eve and more...not to mention the iconic Mustache Crawl that takes over the Wrigleyville neighborhood every summer.
At Chicago 20 Something, we're all about giving Chicagoans the opportunity to create memories that last a lifetime with new and old friends at one of a kind events. Whether you're a born-and-bred Chicagoan or a newcomer to the city, our events provide the perfect opportunity to party it up with like-minded individuals and let loose in the notorious Chicago party scene.
Join us as we experience the pulse of Chicago like never before.
Taylor Swift Bar Crawl: Eras, Ex's and Everything Taylor
Saturday at 12:00 PM
Wrigleyville's Best Bars
From $10.90
The Turkey Crawl - Wrigleyville's Blackout Wednesday Bar Crawl
Wed, Nov 25, 7:00 PM
Wrigleyville's Best Bars (Full List in Details)
From $10.00
Wrigleyville NYE 2027 Bar Crawl - Chicago's New Year's Eve Party | 10+ Bars
Thu, Dec 31, 7:00 PM
Wrigleyville's Best Bars TBA
From $10.00
Bub City Chicago's New Year's Party | Live DJ Playing Sing-Along Songs!
Thu, Dec 31, 9:00 PM
Bub City
From $20.00
Nova New Year's Eve-#1 Party in Chicago For Recent Grads & Current Students
Thu, Dec 31, 9:00 PM
Sound Bar
From $85.00
Mac & Cheese Crawl - Chicago's Cheesiest Bar Crawl! Mac & Cheese Included!
Sat, Jan 23, 11:00 AM
Wrigleyville's BEST Bars TBA
From $10.00
Old Crow's Country Day Party: Live Band, Welcome Drink & Shot!
Sat, Mar 6, 12:00 PM
Old Crow Smokehouse
From $10.00
Chicago Shamrock Crawl - Wrigleyville's St. Patrick's Day Bar Crawl 25+Bars
Sat, Mar 13, 8:00 AM
Wrigleyville's Best Bars (Full List Below)
From $10.00
2027 Taylor Swift Bar Crawl: Eras, Ex's and Everything Taylor
Sat, May 1, 12:00 PM
Wrigleyville's Best Bars TBA
From $10.90
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 30, 5:00 PM
Wrigleyville's Best Bars TBA
From $10.00
Taylor Swift Bar Crawl: Eras, Ex's and Everything Taylor
Saturday at 12:00 PM
Wrigleyville's Best Bars
From $10.90
The Turkey Crawl - Wrigleyville's Blackout Wednesday Bar Crawl
Wed, Nov 25, 7:00 PM
Wrigleyville's Best Bars (Full List in Details)
From $10.00
Wrigleyville NYE 2027 Bar Crawl - Chicago's New Year's Eve Party | 10+ Bars
Thu, Dec 31, 7:00 PM
Wrigleyville's Best Bars TBA
From $10.00
Bub City Chicago's New Year's Party | Live DJ Playing Sing-Along Songs!
Thu, Dec 31, 9:00 PM
Bub City
From $20.00
Nova New Year's Eve-#1 Party in Chicago For Recent Grads & Current Students
Thu, Dec 31, 9:00 PM
Sound Bar
From $85.00
Mac & Cheese Crawl - Chicago's Cheesiest Bar Crawl! Mac & Cheese Included!
Sat, Jan 23, 11:00 AM
Wrigleyville's BEST Bars TBA
From $10.00
Old Crow's Country Day Party: Live Band, Welcome Drink & Shot!
Sat, Mar 6, 12:00 PM
Old Crow Smokehouse
From $10.00
Chicago Shamrock Crawl - Wrigleyville's St. Patrick's Day Bar Crawl 25+Bars
Sat, Mar 13, 8:00 AM
Wrigleyville's Best Bars (Full List Below)
From $10.00
2027 Taylor Swift Bar Crawl: Eras, Ex's and Everything Taylor
Sat, May 1, 12:00 PM
Wrigleyville's Best Bars TBA
From $10.90
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 30, 5:00 PM
Wrigleyville's Best Bars TBA
From $10.00