September Neighborhood Festivals

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(festivals are subject to change)

Festival de La Villita (Little Village Festival)Festival de La Villita (Little Village Festival)

September 6–8, 2019

Little Village, 26th Street & Kostner Ave.

Chicago, IL 60623

Friday: 6–10pm, Saturday & Sunday: 2–10pm

Free Admission, charge for carnival rides

Chicago's Hispanic community will celebrate Mexico's independence from Spain at the 30th annual Festival de La Villita (Little Village Fest). 


German–American Oktober Fest and Von Steuben ParadeGerman-American Oktober Fest and Von Steuben Parade

September 6–8, 2019

Lincoln and Leland Avenues

Chicago, IL 60625

Friday: 5–10pm, Saturday: 12–11pm, Sunday: 12–10pm

Free Admission

Come enjoy a huge selection of your favorite German foods and beverages and listen to two stages of live music throughout the weekend. Families will have a blast playing carnival games in the amusement area.


Throwback Music FestThrowback Music Fest

September 6–8, 2019

Gladstone Park, 6030 N. Milwaukee Ave.

Chicago, IL 60646

Friday: 4–10pm, Saturday & Sunday: 11am–10pm

FREE Admission, $5 suggested donation benefits the Gladstone Park Chamber of Commerce

It's all about retro tunes and community fun at this fourth annual post-Labor Day festival in the Gladstone Park neighborhood on Chicago's northwest side.


Chicago Bourbon & Barbecue FestChicago Bourbon & Barbecue Fest

September 14–15, 2019

Roscoe Village, 2000 W. Roscoe (at Damen)

Chicago, IL 60618


FREE Admission, $5 suggested donation; bourbon tastings additional

Smoked meats and bourbon whiskeys take the spotlight when this post-Labor Day happening returns for its third year to the Roscoe Village neighborhood.


Lakeview East Festival of the ArtsLakeview East Festival of the Arts

September 14–15, 2019

Lakeview East, On Broadway from Belmont to Roscoe

Chicago, IL 60657


Free Admission, $5 suggested donation

The Lakeview East Festival of the Arts showcases more than 150 juried artists featuring paintings, sculpture, photography, furniture, jewelry and more.


Printers Row Art Fest

Printers Row Art FestSeptember 14–15, 2019

Printers Row, 47 W. Polk St.

Chicago, IL 60605


Free Admission

After a tremendously successful inaugural event last year, the super cool Printer’s Row Art Fest returns to the South Loop on Dearborn Street between Polk and Harrison.


Chicago Water Tower 150th Celebration

Chicago Water Tower 150th CelebrationSeptember 14, 2019

806 N. Michigan Ave.

Chicago, IL 60611


Free Admission

Join the City of Chicago and a multitude of partner organizations for a day-long neighborhood festival celebrating the 150th anniversary of the historic Chicago Water Tower—built in 1869 by architect William W. Boyington and one of the only buildings to survive the Great Chicago Fire.


Norwood Park Fall Fest

Norwood Park Fall FestSeptember 20–21, 2019

6100 block of Northwest Hwy.

Chicago, IL 60631

Friday: 5–10pm, Saturday: 12–10pm

Free Admission; $5 suggested donation

The Norwood Park Chamber of Commerce invites everyone to attend their largest event of the year, Fall Fest, for a weekend of delicious food, live entertainment, fun activities, and local business shopping!


Andersonville Arts FestAndersonville Arts Fest

September 21–22, 2019

Andersonville, W. Winona St. & N. Clark St.

Chicago, IL 60640


$5 suggested donation, Kids 12 and under are FREE

The Andersonville Arts Fest caps off the 17th annual Andersonville Arts Week, a celebration of artist receptions, exhibits, and displays at more than 70 businesses!


Sam Adams' Lakeview Taco Fest

September 21–22, 2019

Sam Adams' Lakeview Taco Fest

Southport & Addison Aves. (3400-3500 N. Southport)

Chicago, IL 60657


Free Admission, $10 gate donation for adults benefits the Lakeview Chamber of Commerce and Friends of Lakeview

Stuffed tortillas and fall brews will again be celebrated at this popular fest in the heart of the bustling Southport Corridor.


Revolution Brewing’s OktoberfestRevolution Brewing’s Oktoberfest

September 27–28, 2019

Logan Square, 2323 N. Milwaukee Ave.

Chicago, IL 60647

Friday: 3–10pm, Saturday: 12–10pm

Free Admission, $5 suggested donation

Two day street festival celebrating the first tapping of Oktoberfest lager and local businesses along the Milwaukee Ave. corridor.


Oktoberfest ChicagoOktoberfest Chicago

September 27–28, 2019

Lakeview, 1429 W. Wellington Ave.

Chicago, IL 60657

Friday: 5–10pm, Saturday: 11am–10pm, Sunday: 11am–7pm

Free Admission, $5 suggested donation

Bring on autumn and pull out the lederhosen! One of Chicago’s most popular celebrations of fall and all things Bavarian — Oktoberfest Chicago at St. Alphonsus — returns for its 18th year of seasonal revelry. It takes place both in and outside the iconic church located in Chicago’s West Lakeview neighborhood.


Chinese Cultural FestivalChinese Cultural Festival

September 28, 2019

Whitney Young Magnet High School, 211 S. Laflin St.

Chicago, IL 60607


Free Admission

A fun and educational public event to experience Chinese language and culture, with free admission and free parking.


Edgewater Arts FestivalEdgewater Arts Festival

September 28–29, 2019

Granville Ave. btwn. Broadway & Sheridan

Chicago, IL 60660

Saturday: 11am–7pm, Sunday: 11am–6pm

Free Admission

If you’re a art lover in the Chicago area, the 7th annual Edgewater Arts Festival is an event to watch this fall. This art festival is a great way to be introduced to new artists, and a great way for artists to show off their latest works.


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