Costume Contest Events in Chicago
40 events in Chicago
Focus & Fizz: Costumes, Cameras & Candy at Procam Chicago
Halloween is coming early to PROCAM Chicago.
Nwbe Adult Halloween Boat Party
Must board between 545-645pm.
Get Lit: Witch Please
From wicked spellcasters and mysterious enchantresses to misunderstood outsiders and powerful women, witches have cast a long shadow...
Nightmare at the Newport Pole Show
A spooky pole show presented by Dahlia Dime and La Amazonian.
West Loop Halloween Crawl
Halloween event at Esco in West Loop.
Lincoln Park Halloween Bar Crawl 2026
Halloween on Halsted and Armitage.
River North Halloween Crawl
Photographs from Crawlloween 2025 in River North.
West Loop Halloween Bar Crawl 2026
Bar crawl across 18 bars in West Loop during Halloween season.
Category is...SPOOK'D!
A one-night-only Halloween vocal experience featuring live performances, refreshments and a costume contest.
Rocky Horror Picture Show Memorial Watch Party
And costume contest.
Halloween Bonfire Mixer
Halloween event at Edgewater Dog Park in Edgewater.
Manga Madness Anime Cosplay Night
Manga Madness is taking over Replay.
Habakkuk Halloween
Ravenswood Costume Crawl
21+ Halloween treats and drinks crawl along Montrose and Ravenswood Avenues.
Haunted Halloween Costume Contest & Music @ Live@2239
Halloween event at Bassline || 2239 - Chicago in South Loop.
Balls 2 The Walls: Ghouls Just Wanna Have Fun | Drag Bingo at Palmhouse
Halloween event at Palmhouse in Evanston.
Nature Night Out
Guests will also be treated to special Critter Connections at 7:00 and 8:00.
River North/west Loop 2 Days of Halloween Bar Crawl Party Pass (18 Venues)
Indulge in a variety of themed drinks and deliciously creepy snacks that will satisfy your monstrous cravings.
River North Halloween Crawl
Photographs from Crawlloween 2025 in River North.
West Loop Halloween Crawl
Halloween event at Esco in West Loop.
Lincoln Park Halloween Bar Crawl 2026
Halloween on Halsted and Armitage.
Halloween Party at Howl at the Moon Chicago
We’re creepin’ it real this Halloweekend: Enter our costume contest if you dare.
West Loop Halloween Bar Crawl 2026
Bar crawl across 18 bars in West Loop during Halloween season.
Halloween Nightmares After Dark- A CJL Costume Party
Halloween event at Copper Still Martini Lounge & Speakeasy in Homewood.