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Taste of Fall | Chicagoland’s Best Fall Food Festivals

Chicagoland is world-renowned for its food, drinks, and festivities, and what better way to usher in the changing of the seasons than preparing to sample some of the best cuisine, drinks, and live entertainment that our city and suburbs have to offer? With a myriad of food and drink festivals to choose from between now and the end of autumn, from gourmet gatherings to local Oktoberfests, you’ll never be short on good food and good fun. Scroll on for our full list of Chicagoland’s best fall food festivals.


Chicago Fall Food Truck Festival
North Cicero Ave, Chicago

October 7 — 8
10AM – 6PM

gourmet food trucks · fall cocktails · outdoor games

Lincoln Park Uncorked
Lincoln Ave from Diversey to Webster, Chicago

September 21
6PM – 9PM

pop-up wine tastings · local restaurant samplings

Taste of Evanston
225 Greenwood St, Evanston

September 17
2:30PM — 4PM

local cuisine · local spirits · supports charity

Lincoln Square Ravenswood Apple Fest
Lincoln Ave between Lawrence and Sunnyside, Chicago

September 30 — October 1
9AM — 6PM

apple-inspired dishes · vendors · family fun

Downers Grove Oktoberfest
Burlington Ave between Main St & Forest Ave, Downers Grove

September 15 — 16
10AM — 5 PM

traditional german food + spirits · live entertainment · kids zone

Winnetka Fall Fest
600 Hibbard Rd, Winnetka

September 23
4PM — 7PM

food trucks · spirits · children’s activities · music

Long Grove Apple Fest
145 Old McHenry Rd, Long Grove

September 22 | 12PM — 11PM
September 23 | 10AM — 11PM
September 24 | 10AM — 6PM

apple specialties · local artisans · music

Elmhurst Craft Beer Fest
120 E Park Ave, Elmhurst

September 16
1PM — 6PM

local craft beer · live music · tacos

Glendale Heights Oktoberfest
101 E Fullerton Ave, Glendale Heights

September 14 – 24
5PM — 10PM

german food + beers · vendors · entertainment

Chicago Gourmet Festival
Various Locations, Chicago

September 21 — 24

chicago gourmet food · specialty cocktails · music

Lake Forest Food Truck Festival
400 East Illinois Rd, Lake Forest

September 16
5PM — 6PM

local food · drinks · live music

Lincoln Park Wine Fest
1023 W Wrightwood Ave, Chicago

October 6 | 5PM — 10PM
October 7 | 11AM — 10PM
October 8 | 11PM — 7PM

wine tasting · sommeliers · live music