Things to do in Chicago this weekend — Hubbard Haus Oktoberfest, Driehaus Fall Market and more


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Hello fall! It’s the first official weekend of the season, and Chicago knows how to celebrate. From Oktoberfest celebrations, pop-ups and street festivals to concerts and sporting events, here’s a list of things to do in Sept. 26-28.

What concerts are in Chicago this weekend? 

Sept. 26: Cartel at House of Blues Chicago

Sept. 26: Turnstile at Huntington Bank Pavilion at Northerly Island

Sept. 26: Wolf Alice at Vic Theater

Sept. 27: Lil Tracy at House of Blues Chicago

Sept. 27: Papa Roach at Credit Union 1 Amphitheatre

Sept. 27: Mountain Goats at The Salt Shed Indoors

Sept. 27: Morrissey at Byline Bank Aragon Ballroom

Sept. 27: Bruce Dickinson at Riviera Theatre

Sept. 28: Corinne Bailey Rae at Cahn Auditorium Evanston

Sept. 28: Joss Stone at North Shore Center Skokie

Sept. 28: The California Honeydrops at Thalia Hall

Sept. 28: Sleep Token at Allstate Arena

Multiple dates: Maná at United Center

What sporting events are in Chicago this weekend? 

Sept. 27: Chicago Fire FC versus Columbus Crew

Multiple dates: Chicago Cubs versus St. Louis Cardinals

What theatre and comedy shows are in the Chicago area this weekend? 

Brent Morin at Chicago Improv 

The Twenty-Sided Tavern

TWIHARD! A Twilight Musical Parody 

The World of Hans Zimmer at Allstate Arena 

Dial M for Murder

Louis CK at The Chicago Theatre 

RuPaul’s Drag Race Werq The World Tour at Rosemont Theatre

What festivals are in Chicago this weekend? 

Chicago Gourmet Festival

Chicago Gourmet returns Sept. 25-28 on the Harris Theater Rooftop at Millennium Park, showcasing top chefs, tastings and specialty food events across the city. The upscale culinary festival includes everything from wine pairings to the fan-favorite Burger Battle. 

All you can Eataly SeptemberFest

On Sept. 26, Eataly Chicago will host an all-access, one-night-only food and drink extravaganza featuring 40+ Italian bites, 30+ pours, live music, and comedy from The Second City. Tickets start at $110 for the 21+ event, which runs 7-11p.m. throughout the marketplace. 

Hyde Park Jazz Festival 

The Hyde Park Jazz Festival takes over Chicago’s South Side Sept. 27-28 with two days of live music at outdoor stages and historic venues. The free event features world-class jazz, local talent and a community-driven atmosphere.
 

Filipino Cultural Festival 

Celebrate Filipino heritage at the Musika SamaSama Festival on Sept. 27 from noon to 4 p.m. at Eugene Field Park. The free event includes traditional food, crafts and live performances from local musicians. 

Hubbard Haus Oktoberfest

River North debuts the Hubbard Haus Oktoberfest on Sept. 27, transforming Hubbard Street into a full Bavarian-style street fest with beer halls, live bands, DJs and German-inspired eats. All-access passes start at $15, with proceeds supporting local businesses. 

Lincoln Park Zoo Fall Fest 

Lincoln Park Zoo’s free Fall Fest kicks off Sept. 26 with pumpkin patches, season treats, and fall-themed animal enrichment. Families can also enjoy rides, games and a pumpkin pop-up bar on weekends through Oct. 26. 

St. Alphonsus Oktoberfest 

The 23rd annual St. Alphonsus Oktoberfest returns Sept. 26-28 with Bavarian cuisine, beer, and live music at 1429 W. Wellington Ave. The weekend includes two stages of entertainment and a Sunday Kinderfest for families. 

Brookfield Zoo Hispanic Heritage Fest

Brookfield Zoo launches its first Hispanic Heritage Fest on Sept. 27 with cultural performances, storytimes, and Latin music across the zoo. The event is included with admission and features family-friendly activities throughout the day. 

Randolph Street Market Festival

The Randolph Street Market returns Sept. 27-28 with 200+ vendors selling vintage goods, antiques and indie fashion in the West Loop. Tickets start at $12 online, with live music, food and cocktails included in the weekend experience. 

What events are in Chicago this weekend?

St. Helen Carnival 

The St. Helen Carnival runs Sept. 25-28 in Ukrainian Village with rides, games, music and food. Proceeds from the entry event benefit St. Helen School programs. 

Goose Island 312 Block Party 

The 312 Block Party is back Sept. 27 outside Goose Island Taproom. Attendees can expect more than 50 beer selections and live performances from American Football and Hinds. The festival runs 3-10 p.m. and is free to attend for ages 21+.

Jack’s Pumpkin Pop-Up 

Jack’s Pumpkin Pop-Up is back through Nov. 2 with Chicago’s largest corn maze, carnival games, axe throwing, and more than 10,000 pumpkins. The seasonal attraction offers photo ops, bars and fall fun for all ages.

TEDxChicago: The Future is Human

TEDxChicago 2025 takes place Sept. 27, bringing together speakers, performers and artists to explore ideas of connection, justice and sustainability. Tickets can be purchased online.

Navy Pier Open Air 

Dance music legend Carl Cox closes out the Navy Pier Open Air season with an unforgettable lakefront show. The Ibiza icon brings explosive energy and signature sound to Chicago alongside John Digweed, Archie Hamilton b2b Sidney Charles and Muffy. 

Driehaus Fall Market

The Driehaus Museum hosts its fall market Sept. 27 from 11 a.m. – 5 p.m. at the Murphy Auditorium with vintage jewelry, local crafts and artisan goods. Guests can also explore the new “Tiffany Lamos” exhibition inside the mansion. 

Meet Me on Milwaukee

On Sept. 28, Milwaukee Avenue closes to cars between Damen and Ashland for a day of music, outdoor dining and activities. The pedestrian-only event runs 10 a.m. – 5 p.m and is free to the public. 

The Source: The information in this article was gathered by FOX 32’s Justine Baker. 

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