"costume" Chicago Deals

ANVIL BAR, Halloween Costume Contest

Halloween costume contest

Neighborhood: Edgewater
Type: Limited Time
Days: Mon
Time: 10PM - 11PM
Cuisine: Bar
Address: 1137 W GRANVILLE AVE 1ST, CHICAGO, IL 60660

Cafe Latin Bliss, Halloween Costume Party 2025 (October 25, 2025): Ladies free 9-10 PM, Costume Contest with $500 1st place

Neighborhood: Lincoln Square
Type: Daily Special
Address: 5515 N LINCOLN AVE, Chicago, IL 60625

SPLASH, Oklahoma Costume Free Shot

Free shot for customers who dress up for Oklahoma! themed event

Neighborhood: Lakeview
Type: Event
Days: Sat
Time: 9PM
Cuisine: ["bar","nightlife"]
Address: Northalsted, Chicago, IL

SPLASH, Free Shot for Oklahoma Costume

Free shot when dressed for Oklahoma auditions during Unfriendly Black Hotties event on April 25th

Neighborhood: Lakeview
Type: Event
Days: Sat
Time: 9PM
Cuisine: ["bar","nightlife"]
Address: Northalsted, Chicago, IL

Dmen Tap, Blacklight Party with DJ Substance D

Interactive DJ night where customers write song requests on paper and drop in beer pitcher. Blacklights, neon clothing encouraged, costumes welcome.

Neighborhood: Avondale
Type: Event
Address: 2849 W BELMONT AVE 1ST, Chicago, IL 60618

Clover Lincoln Park, Paws & Applause Drink Specials

Special drink pricing during the canine costume contest event on April 30th

Neighborhood: Ukrainian Village
Type: Event
Days: Wed
Cuisine: Sports bar
Address: 810 W Diversey Pkwy, Chicago, IL 60614

Way Out, Hobby Horse Race Night

First Way Out Hobby Horse Race in honor of Kentucky Derby. Free to enter with contests judged on riding technique, creativity/costume, best trick, and best horse sound. Drink specials available during event.

Neighborhood: Logan Square
Type: Event
Days: Sat
Time: 5:30PM
Cuisine: Wings
Address: 3213 W ARMITAGE AVE 1, Chicago, IL 60647

Clover Lincoln Park, Paws & Applause Dog Contest

Dog costume contest with $8 Jack Daniel's and $8 Gin & Juice cocktails

Neighborhood: Lakeview
Type: Event
Days: Wed
Cuisine: Bar
Address: 810 W DIVERSEY PKWY 1, CHICAGO, IL 60614

Woodie'S Flat, Kardashian Trivia Night

Free trivia night with prizes for top teams and $200 gift card for best Kardashian costume

Neighborhood: Old Town
Type: Event
Days: Mon
Time: 7:30PM
Address: 1535 N WELLS ST BSMT, 1ST, AND 2ND, Chicago, IL 60610

FitzGerald's, Hawaiian Luau Summer Kick-Off Party

Special event ticket for $29 includes tropical pig roast, Barefoot Hawaiian dance performance with fire dancers, free leis, tropical costume contest with $200 gift card prize, and guaranteed patio seating

Neighborhood: Berwyn
Type: Event
Days: Fri
Cuisine: Bar
Address: 6615 Roosevelt Rd, Berwyn, IL 60402

Stelios' Bottles & Bites, Halloween Party

Halloween party on October 25 - wear your costume and bring your friends

Neighborhood: West Loop
Type: Event
Days: Fri
Address: 19 S MORGAN ST 1, Chicago, IL 60607

Way Out, Hobby Horse Competition

Free-to-enter hobby horse competition with judging on riding technique, creativity/costume, best trick, and best horse sound. Surprise prize for winner. Walk-up registration 5:30-5:45pm.

Neighborhood: Logan Square
Type: Event
Days: Mon
Time: 6PM
Cuisine: Wings
Address: 3213 W ARMITAGE AVE 1, Chicago, IL 60647

Way Out, Hobby Horse Race Competition

Free hobby horse racing competition with judging on riding technique, creativity, costume, best trick, and horse sounds. Bring your own hobby horse or use theirs. Sponsored by Four Roses Bourbon with surprise for winner.

Neighborhood: Logan Square
Type: Event
Days: Sat
Time: 5:30PM
Cuisine: Wings
Address: 3213 W ARMITAGE AVE 1, Chicago, IL 60647

Woodie'S Flat, Kardashia Trivia Night

Free trivia night with Kardashian theme on May 6th. Prizes for top teams plus $200 gift card for best Kardashian costume

Neighborhood: Old Town
Type: Event
Days: Mon
Time: 7:30PM
Address: 1535 N WELLS ST BSMT, 1ST, AND 2ND, Chicago, IL 60610

Butch Mc Guire'S, McGuire Mile Charity Walk Event

First annual McGuire Mile charity walk from Butch McGuire's to Mary Jo McGuire's benefiting Chicago Fire Fighters. Includes event t-shirt, 2 drink vouchers, and kids food vouchers. Prizes for first place, best costume, and cutest baby.

Neighborhood: Gold Coast
Type: Event
Days: Sat
Cuisine: Brewery
Address: 20 W DIVISION ST, Chicago, IL 60610

Eris Cidery, Star Wars Trivia Night

Star Wars themed trivia night hosted by 'How Star Wars Is It?' podcast crew with lightsaber training demo by Counterfeit Combat, prizes, and costume contest on May 3rd

Neighborhood: North Center
Type: Event
Days: Sun
Time: 5PM
Cuisine: ["Cocktail Bar"]

Teehan's Tavern, Halloween Costume Contest

Halloween costume contest with $1,000 in prizes for 1st, 2nd, and 3rd place winners

Neighborhood: Tinley Park
Type: Event
Days: Thu
Cuisine: Bar
Address: 17329 Oak Park Ave, Tinley Park, IL 60477

Crow Bar Chicago, Halloween Beer Pong Tournament & Costume Contest

Halloween night featuring beer pong tournament starting at 7:30pm, karaoke at 9pm, psychic readings at 8pm, and costume contest with winner announcement after tournament

Neighborhood: East Side
Type: Event
Days: Thu
Time: 7:30PM
Address: 4001 E 106th St, Chicago, IL 60617, USA

LondonHouse Chicago, Nightmare on Wacker Drive — Halloween Party

Halloween event on Saturday, October 31, 2026 from 9PM-1AM. Features live DJ, Dia De Los Muertos decor, Premium Hosted Bar, and a costume contest. Tickets on sale now.

Neighborhood: Unknown
Type: Event
Days: Sat
Time: 9PM - 1AM

Tavern On The Point, Hannah Montana 20th Anniversary Watch Party

Hannah Montana themed watch party with special cocktail/mocktail menu, costume contest, photobooth, and 20th anniversary episode viewing. Entry ticket is $15 and includes raffle drawings, costume contest, photobooth, backdrops, take home props, and music playlist. Food and drinks sold separately.

Neighborhood: Portage Park
Type: Happy Hour
Days: Sun
Time: 7PM - 9PM
Address: 6722-6726 N NORTHWEST HWY 1-2, Chicago, IL 60631

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"costume" Deals in Chicago