As cooler air arrives and leaves change color, fall in Chicago brings many fun festivals and...
Your guide to Chicagoland Oktoberfest events this weekend | Eventeny
Chicago sits on the beautiful shore of Lake Michigan, offering vibrant city life, historic architecture, and iconic attractions like Navy Pier, Millennium Park, and the famous Chicago River. As autumn arrives in the Windy City, locals and visitors gear up for one of the most anticipated Illinois events—the annual Chicago Oktoberfest celebrations. Across the region, from bustling neighborhoods along the Magnificent Mile to charming suburbs near state parks, Oktoberfest brings together communities for a lively tribute to Bavarian culture.
If you’re looking for authentic German food, live music, stein-holding contests, and a reason to raise a glass, these events are for you. Whether you’re seeking a memorable event in Chicago, a scenic festival near Lake Michigan, or simply searching for fun things to do in Chicago, this list highlights the best Chicagoland Oktoberfest gatherings happening this weekend. Get ready to experience public art, carnival rides, and festive parades—plus the rich heritage that puts Chicago among North America’s top destinations.
Table of contents
- Old Town Oktoberfest
- Oktoberfest with the Cubs
- Mount Prospect Oktoberfest/Fall Festival
- Elk Grove Village Oktoberfest
- Harwood Heights Oktoberfest
- Highland Park Oktoberfest
- 44th Annual Belleville Oktoberfest
1. Old Town Oktoberfest
Date: Friday, September 19 – Sunday, September 21, 2025
Location: 1360 N. Wells St., Chicago, IL
Celebrate the return of Chicago's German heritage in the historic Old Town neighborhood, steps from the Chicago River and iconic Wrigley Building. This brand-new Chicago Oktoberfest transforms the area with Bavarian food, traditional beers, and live music performances—plus big-screen football and festive contests.
2. Oktoberfest with the Cubs
Date: Friday, September 19 – Sunday, September 21, 2025
Location: Toyota Camry Lot, 1126 W. Grace St., Chicago, IL
Oktoberfest meets baseball at Wrigleyville! This unique Chicago Oktoberfest is packed with carnival rides, live music, DJs, and a Dachshund parade. Enjoy German eats near the iconic Cubs' stadium—just blocks from public art installations and lakefront views.
3. Mount Prospect Oktoberfest/Fall Festival
Date: Friday, September 19 – Saturday, September 20, 2025
Location: Intersection of Emerson St. & Busse Ave., Mount Prospect, IL
This two-day celebration in one of the northwest suburbs features German fare, beer, and live music reminiscent of great lakes traditions. Saturday’s Fall Festival adds crafts and activities for all ages, making it one of the top suburban Illinois events this weekend.
4. Elk Grove Village Oktoberfest
Date: Friday, September 19 – Saturday, September 20, 2025
Location: Rotary Green, 164 Lions Drive, Elk Grove Village, IL
Near the edge of the forest preserves and midway to Lake Michigan, this weekend festival offers brats, pretzels, steins, and top-notch entertainment by Die Musikmeisters. Look for lively polka, community camaraderie, and a FamilyFest with games for children.
5. Harwood Heights Oktoberfest
Date: Friday, September 19 – Sunday, September 21, 2025
Location: 6750 W. Montrose Ave., Harwood Heights, IL
Harwood Heights hosts a European-style beer tent right in the heart of the United States. With seating for 1,500 and plenty of space to dance, guests enjoy live music, German food, and exciting raffles.
6. Highland Park Oktoberfest
Date: Saturday, September 20, 2025
Location: Jens Jensen Park, Highland Park, IL
On the North Shore of Lake Michigan, Highland Park celebrates classic Bavarian traditions: delicious food, dancing, BBQ competitions, and family-targeted contests, all near renowned public art and natural history attractions.
7. 44th Annual Belleville Oktoberfest
Date: Friday, September 19 – Sunday, September 21, 2025
Location: Downtown Belleville, IL
Though a bit farther from downtown Chicago, this storied festival is one of the largest Illinois events of its kind, offering three days of music, food, and charity supporting the region’s community organizations.
Conclusion
Chicago Oktoberfest events light up the city and suburbs from the banks of the Chicago River to the neighborhoods near Millennium Park and Navy Pier. Each festival delivers a unique blend of culture, live music, and warm community spirit. Whether you’re interested in sampling German fare on the bustling streets near the Magnificent Mile, riding a Ferris wheel by the lake, or exploring natural history at a local state park, there’s something festive to add to your “to do in Chicago” list this weekend.
So, gather your friends and family, grab your stein or put on your best Bavarian gear, and discover why Chicagoland Oktoberfest remains a highlight among Illinois events. Prost to fall celebrations in the Windy City—where the adventure is as diverse as the city skyline!