2021 Chicago Festival Guide

(The Great Highwood Pumpkin Festival / Facebook) (The Great Highwood Pumpkin Festival / Facebook)

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Nature walks, art shows and holiday markets – including Christkindlmarket – are returning this season.

As with most things this year, the coronavirus pandemic has put its stamp on events: some have been postponed until later in the season, some outright canceled for 2021; others are finalizing dates and details. We’ll keep this list updated as more information is available.

Learn more about each event from the organizers themselves by clicking the links below.


October Jump to: November 

(Courtesy of The Great Highwood Skeleton Invasion) (Courtesy of The Great Highwood Skeleton Invasion)

Oct. 13-17: Night of 1,000 Jack-o-‘Lanterns (Glencoe) | Map

Oct. 16: Family Fall Fest (Elmhurst) | Map

Oct. 16: Fall Family Festival (Hinsdale) | Map

Oct 16-17: Windy City Harvest (Pilsen) | Map

Oct. 17: Fall Fest Express at Lombard Common | Map

Oct. 20-24: Night of 1,000 Jack-o-‘Lanterns (Glencoe) | Map

Oct. 22-23: Howlin’ At the Moon (Naperville) | Map

Oct. 23: Pup-o-ween (Lincoln Square) | Map

Oct. 23: Fall Festival at North Park Village Nature Center | Map

Oct. 23-30: Chicago Halloweek | various locations

Through 24: Boo at the Zoo (Brookfield) | Map

Oct. 24: Halloween Happening (Naperville) | Map

Oct. 28: Pumpkin Party (Lakeview) | Map

Oct. 29: Boo Bash (Northfield) | Map

Oct. 30: Day of the Dead (Pilsen) | Map

Oct. 30: Arts in the Dark (Loop) | Map

Oct. 30: Wheaton Haunted Flea Market | Map

Oct. 30: BatFest (Batavia) | Map

Oct. 31: Northalsted Halloween Parade (Lakeview) | Map

ANNUAL OCTOBER EVENTS NOT HAPPENING IN 2021

— Autumn Brews (Glencoe)

Nightmare on Chicago Street (Elgin) 

Spooky Pooch Parade (Glencoe) 


November Jump to: October

Christkindlmarket (Chicago Tonight)Christkindlmarket (Chicago Tonight)

Nov. 12-Jan. 2, 2022: Lightscape (Glencoe) | Map

Nov. 19: Chicago Christmas Tree Lighting Ceremony (Loop) | Map

Nov. 19-Dec. 24: Christkindlmarket (Loop) | Map

Nov. 19-Dec. 31: Christkindlmarket Wrigleyville (Lakeview) | Map

Nov. 19-Jan. 2, 2022: Lincoln Park Zoo Lights | Map

Nov. 20: Magnificent Lights Festival (Streeterville) | Map

Nov. 20-Jan. 2, 2022: Illumination (Lisle) | Map

Nov. 25: Thanksgiving Day Parade (Loop) | Map

Nov. 26: Millennium Park Holiday Sing-Along (Loop) | Map

Nov. 26-Dec.31: Holiday Magic (Brookfield) | Map

Nov. 26-Dec. 31: Kohllights (Glenview) | Map

Dec. 3: Millennium Park Holiday Sing-Along (Loop) | Map

Dec. 10: Millennium Park Holiday Sing-Along (Loop) | Map

Dec. 17: Millennium Park Holiday Sing-Along (Loop) | Map


Events listed are subject to change. We recommend double-checking times and locations before you head out the door. Do you know of a festival that we missed?  Send us an email.


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Thanks to our sponsors:

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