Chicago Twenty Something

Chicago Shamrock Crawl T-Shirt Design Contest: Accepting Submissions until Feb. 2nd!

Mac & Cheese Crawl | Discount Code: CHI20

EVENT AMBASSADORS WANTED

Attention all Aspiring Content Creators and Influencers in Chicago!

West Loop Beer & Pizza Fest | Beer Tastings & Pizza Included Tickets, Multiple Dates | Eventbrite

Espresso Martini Fest at Hubbard Inn - Tastings Included

Taylor Swift Bar Crawls: Eras, Ex's and Everything Taylor Tickets, Multiple Dates | Eventbrite

Old Crow's Anti-Valentine's Day Party Tickets, Sat, Feb 14, 2026 at 9:00 PM | Eventbrite

Chicago Margarita Crawl: Celebrating National Margarita Day! Tickets, Sat, Feb 21, 2026 at 4:00 PM | Eventbrite

Old Crow's Country Day Party: Live Band, Welcome Drink & Shot! Tickets, Sat, Feb 28, 2026 at 12:00 PM | Eventbrite

West Loop Margarita Fest | Margarita Tastings & Pizza Included Tickets, Multiple Dates | Eventbrite

IPH'S St. Patrick's Day ON THE RIVERWALK: River Dyeing, Green Beer Tickets, Sat, Mar 14, 2026 at 9:00 AM | Eventbrite

St. Pat's at The Godfrey Hotel Chicago Tickets, Sat, Mar 14, 2026 at 8:00 AM | Eventbrite

St. Patrick's Day Shamrock Cruises: March 13th-17th!

St. Patrick's Day Special Ticket Offer - Bulls vs. Grizzlies

Chicago Bagel Fest Shirt Design: Accepting Submissions Until February 13th!

Adult Easter Egg Hunt Bar Hop - Includes Buffet, Bunny Ears & Gift Cards! Tickets, Sat, Apr 4, 2026 at 11:00 AM | Eventbrite

The Masters Bar Crawl in Wrigleyville - Let's PAR-TEE in Chicago! Tickets, Sat, Apr 11, 2026 at 1:00 PM | Eventbrite

Chicago Pickle Fest T-Shirt Design Contest: Accepting Submissions until April 3rd!

Tropical Cocktail Fest on the Beach - Cocktail Tasting at North Ave. Beach Tickets, Multiple Dates | Eventbrite

Wine Fest on the Beach - Wine Tasting at North Ave. Beach Tickets, Multiple Dates | Eventbrite

The Malört Crawl: Tix include Admission, T-Shirt, Buffet, Gift Cards & More Tickets, Sat, May 16, 2026 at 12:00 PM | Eventbrite

Rosé Fest on the Beach - Wine Tasting at North Ave. Beach Tickets, Fri, Jun 12, 2026 at 6:00 PM | Eventbrite

Wrigleyville Country Fest - Live Music All Day @ Chicago's Top Country Bars Tickets, Sat, May 30, 2026 at 11:00 AM | Eventbrite

Wrigleyville Country Fest Shirt Design!

Wrigleyville Hot Dog Fest: Hot Dogs, Beer, Live Band & More! Tickets, Sat, Jun 13, 2026 at 12:00 PM | Eventbrite

Margarita Fest on the Beach - Margarita Tasting at North Ave. Beach Tickets, Multiple Dates | Eventbrite

Sangria Fest on the Beach - Sangria Tasting at North Ave. Beach Tickets, Multiple Dates | Eventbrite

Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party

The Turkey Crawl - Wrigleyville's Blackout Wednesday Bar Crawl Tickets, Wed, Nov 25, 2026 at 7:00 PM | Eventbrite

TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars Tickets, Sat, Dec 12, 2026 at 10:00 AM | Eventbrite

Adults Night at the Trampoline Park | 21+ Only | Jump Then Enjoy a Beer!

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