Old Town Oktoberfest

Details

Friday, September 19, 2025 | 5pm to 10pm
Saturday, September 20, 2025 | 11:30am to 10pm
Sunday, September 21, 2025 | 11:30am to 8pm
untitled artwork

Overview

This fall, history and celebration come together with the debut of Old Town Oktoberfest, happening Friday to Sunday, September 19–21. Old Town, Chicago’s very first German neighborhood, will come alive with the sights, sounds, and flavors of Bavaria in a brand-new tradition you won’t want to miss.

🍺 Authentic Flavors: Feast on bratwurst, pretzels, and classic German beers.
🎶 Lively Entertainment: Dance and sing along with traditional German bands, local favorites, and festival performers all weekend.
🏈 Big-Screen Football & Games: Catch the action on a giant outdoor screen and test your strength in Masskrugstemmen (stein-holding contests) for a chance to win prizes.

✨ For those seeking something extra, the VIP experience offers a retreat with premium perks — the perfect spot for beer lovers and festival-goers who want to celebrate in style.

Whether you’re here for the food, the music, or simply to raise a glass with friends, Old Town Oktoberfest is set to become Chicago’s newest fall tradition.

The event is hosted by the Old Town Merchants & Resident Association.  For updated information on this year’s Old Town Oktoberfest, including schedule, music lineups, vendors, and directions, see below.


Be a VIP at this year’s  Old Town Oktoberfest!

CLICK HERE FOR TICKETS

 

What you get for $40:

– Brat meal from Glunz Tavern
– 1 Beverage
– Private restrooms
– Private bar and seating
– Commemorative stein for the first 1000 patrons

 

Friday
6:00pm – Four Star Brass Band
8:15pm – Dancing Queen: An ABBA Salute

Saturday 
1:30pm – Live Band Karaoke (where you become the star!)
4:00pm – Four Star Brass Band
6:00pm – Rosie & The Rivets 
8:00pm – Super Creeps: The Music of David Bowie 

Sunday
2:00pm – Die Musikmeisters
3:30pm – Recorded Music
4:00pm – Big City Nights (Scorpions Tribute)
6:00pm – Stache

Looking to connect with active consumers at this event? For pricing and a customized benefits package, please contact Karyn Terrones at karyn@chicagoevents.com or 773-584-6625.

Vending Applications

 

Application Deadline: September 7, 2025

 

Please note that all applications are subject to acceptance and availability.

We work on a first come first serve basis when approving vendors, and recommend all to apply as early as possible.

The Old Town Merchants & Residents Association (OTMRA) is a Chamber of Commerce and Community Development non-profit organization that connects businesses, residents, and cultural organizations. Its mission is to support Old Town’s evolution as a vibrant location to live, work and laugh. For more info, visit oldtownchicago.org

OTMRA also holds the annual Wells Street Art Festival wellstreetartfest.us annually on the second weekend of June.

EVENT SPONSORS

Loading Events