Get ready to fall in love with September all over again in the dynamic city of Chicago! As the summer heat gives way to crisp autumn air, the Windy City gears up for a September to remember, jam-packed with events that will put a smile on everyone’s face. From clinking beer steins at lively Oktoberfest celebrations to pounding the pavement in thrilling running events, and coming together for community art festivals and foodie events like Chicago Gourmet, Chef BBQ, and the 8th annual Wing Out. This month has it all. Whether you’re a local or just passing through, get ready to dive into a whirlwind of fun, flavors, and festivities that’ll make you feel right at home. So, grab your calendar, and let’s explore the irresistible lineup of September events in the incredible backdrop of Chicago!
Click on each event for more information and pricing and check with the venue for any changes or cancellations.
Friday, September 1st
Art of The Future – Chicago
11 am – 8 pm
108 N State St Suite 150
Chicago, IL 60602
Saturday, September 2nd
Charnley-Persky House Saturday Tours
10 am – 11 am
Charnley-Persky House Museum
1365 N Astor St
Chicago, IL 60610
8th annual WingOut Chicago
2 pm – 9 pm
Gallagher Way
3635 N Clark St
Chicago, IL 60613
West Loop Art Fest
Sat & Sun
Fulton Market, Peoria to May
Sunday, September 3rd
Bike the Drive
6:30 am start
Columbus & Jackson
Thursday, September 7th
Chef BBQ 2023 by Green City Market
6:30 pm – 9 pm
South End of Lincoln Park (approximately 1817 N. Clark)
Chicago, IL 60614
Friday, September 8th
Musky Fest
Fri 5:30 pm – 10 pm
Sat 10 am – 10 pm
Wills Northwoods Inn
3030 N Racine St
Chicago, IL 60657
Saturday, September 9th
Run Mag Mile 5K and 10K
PAWS Chicago 5K Walk/Run
HISTORIC HOMES, COTTAGES & BUILDINGS OF WICKER PARK – Walking Tour
11 am – 1 pm
1236 N Hoyne Ave
Chicago, IL 60622
Renegade Craft Fair
Sat & Sun
Division from Damen to Ashland
Lakeview East Festival of the Arts
Sat & Sun
Broadway St. from Belmont to Hawthorne
Printer’s Row Lit Fest
Sat & Sun
Dearborn St, Ida B Wells to Polk St
World Dumpling Fest
Noon – 7 pm
Logan Square Park
3150 W Logan Blvd
Chicago, IL 60647
Sunday, September 10th
40th Misericordia Family Fest
11 am – 6 pm
6300 N Ridge Ave
Chicago, IL 60660
German American Oktoberfest
N Lincoln Ave & W Leland Ave
Chicago, IL 60625
Twilight Canoe & Kayak
5 pm – 9 pm
Clark Park Boat Launch
3400 N Rockwell St
Chicago, IL 60618
Chicago’s Historic Route 66 Classic Car Show
3800 W Odgen
Chicago, IL 60623
Zoo Run – Brookfield Zoo
Wednesday, September 13th
Oktoberfest Cheeses & Pairings: A Benefit for Junior League of Chicago
6:30 – 7:30 pm
Beautiful Rind
2211 N Milwaukee Ave
Chicago, IL 60647
Friday, September 15th
Fri – Sun
Riot Fest
Douglass Park
1401 S Sacramento Dr
Chicago, IL 60623
ornaments IS – Arguments on Ornament in Design
Sept 15 – Nov 3
Fri & Sat
Bridgeport Art Center
1200 W 35th St
Chicago, IL 60609
Halfway to St. Patrick’s Festival
Sat & Sun
Irish American Heritage Center
4626 N Knox Ave
Chicago, IL 60630
Saturday, September 16th
Oktoberfest at the Zoo – An Adults Only Evening at Lincoln Park Zoo
6:30 pm – 10 pm
Lincoln Park Zoo
2001 N Clark St
Chicago, IL 60614
Tuman’s Oktoberfest Kick-Off
11 am – 3 pm – thru Oct 8th
Tuman’s Tap and Grill
2159 W Chicago Ave
Chicago, IL 60622
Sunday, September 17th
Oksoberfest
6 pm – 9 pm
Lincoln Park Zoo
2400 N Cannon Dr
Chicago, IL 60614
Thursday, September 21st
Chicago Gourmet 2023 – events around town through the weekend
Friday, September 22nd
St Al’s Oktoberfest
Fri – Sun
Southport Ave & Lincoln Ave
Annual Oktoberfest Celebration September 21st-23rd
The Chicago Firehouse Restaurant
Die Musikmeisters Band
1401 S Michigan Ave
Chicago, IL 60605
Saturday, September 23rd
Fall Nature Fest
Noon – 3 pm
LaBagh Woods Grove
West Foster & North Cicero Ave
Chicago, IL 60630
Chicago Water Lantern Festival
4 pm – 8 pm
Humboldt Park
1400 N Humboldt Dr
Chicago, IL 60622
Sunday, September 24th
“Oui” Run 5K
Chicago Half Marathon & 5K
Monday, September 25th
Basic Whetstone Knife Sharpening Class
6:30 pm – 8:30 pm
Northside Cutlery
4316 N Lincoln Ave
Chicago, IL 60618
Saturday, September 30th
Race to Wrigley 5k Charity Run in Lakeview
AIDS Run & Walk Chicago
As September unfolds its charm in the lively streets of Chicago, the city comes alive with a whirlwind of events that promise something for everyone. From the cheers of Oktoberfest to the pounding excitement of running events, and the delectable experiences of foodie festivals like Chicago Gourmet, Chef BBQ, and the Wing Out, this month is a delightful medley of flavors, cheers, and community spirit. So whether you’re a local or a visitor, get ready to immerse yourself in the festivities that make September in Chicago truly unforgettable. It’s time to mark your calendar and dive into the vibrant rhythm of this city’s September pulse!
If you would like to have an event featured, email Maureen at [email protected]
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