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hottest events in Chicago

top picks that locals are saving to their Outernet maps from TikTok, Instagram, and the web.

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Oct 19 โ€“ Oct 25, 2026

Oct 19 โ€“ Oct 25, 2026

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room for a little spontaneity

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WED21

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Curated Chicago picks, updated every Monday from what Outernet Explorers are importing from TikTok, Instagram, and the wild west of the interwebs.

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Arts in the Dark Halloween Parade

Date

Sat, October 24th6pm - 8pm

Description

The 12th annual family-friendly night parade celebrating Halloween as "the artist's holiday," with 4,000+ performers from 100+ cultural organizations, giant puppets, floats, drumlines and fire artists. Returning to its original Columbus Drive route for the first time in a decade.

Address

Columbus Drive, from Balbo Drive north to Monroe Street, Chicago, IL

Map of Columbus Drive, from Balbo Drive north to Monroe Street, Chicago, ILOpen in Maps

Community Notes

Parade steps off at Balbo Drive and marches north to Monroe Drive along Columbus Drive โ€” rain or shine

Costumes are strongly encouraged; there's a DIY costume contest presented by Goodwill

Food trucks line the east side of the route and vendors the west side โ€” arrive early to eat before the parade starts

Watch for a fire-breathing dragon, two giant alebrijes, a 60-foot glow worm and 10 marching bands

Free to attend; expect 100,000+ spectators so stake out a spot early

artsinthedark.com/attend/Saved from TikTok

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