Halloween Food, Drink, and Parties Near Highland 2026

Chicago 24 mi $

Chicago's longest-running Halloween costume party in a historic haunted hotel.

Illustration of a Halloween costume contest on an outdoor stage with costumed figures, a ghost, a trophy and a watching crowd (Shedd Aquarium Haunted House Party)

Shedd Aquarium Haunted House Party

Chicago 23 mi $$

A 21+ Halloween party blending house music DJs with aquarium exhibits.

Illustration of costumed clay figures with frothy beer mugs and glowing jack-o'-lanterns at picnic tables in a night patio (The Boos & Booze Chicago Halloween Bar Crawl | West Loop)

The Boos & Booze Chicago Halloween Bar Crawl | West Loop

Oct 30 – Oct 31

Two-day Halloween bar crawl through Chicago's West Loop neighborhood.

Illustration of clay figures raising frothy beer steins at wooden tables in a tent with pumpkins and string lights (Ivy+ Alumni Chicago Halloween/Oktoberfest Costume Party)

Ivy+ Alumni Chicago Halloween/Oktoberfest Costume Party

Thu, Oct 29

Chicago 25 mi Free

Joint costume party bringing together alumni from eleven Ivy+ university clubs.

Illustration of costumed characters dancing at a Halloween party with pumpkins, a cake and a disco ball (R&B Halloween Costume Yacht Party Chicago on Anita Dee II)

R&B Halloween Costume Yacht Party Chicago on Anita Dee II

Three-level Lake Michigan cruise with DJ sets and skyline views.

Illustration of costumed characters toasting with frothy mugs at picnic tables under string lights and pumpkins (Halloween Day Crawl in River North)

Halloween Day Crawl in River North

Chicago 25 mi $

Daytime Halloween bar crawl with welcome shots and costume contests.

Illustration of clay figures in costumes and a floating ghost at a Halloween party with a punch bowl and glowing pumpkins (Halloween on the Pier at Offshore Rooftop)

Halloween on the Pier at Offshore Rooftop

Fri, Oct 30

Chicago 25 mi

Rooftop Halloween party with live house and EDM DJs.

Illustration of a Halloween party at dusk with costumed characters around a punch bowl, a ghost, pumpkins and string lights (Walking Haunted Pub Crawl Crown Point)

Walking Haunted Pub Crawl Crown Point

Crown Point 11 mi $$

Haunted walking bar crawl exploring local ghost stories for ages 21+.

Illustration of a vampire bartender pouring a glowing green cocktail at a smoky Halloween bar with pumpkins and candles (Haunted Halloween Night Lake Cruise)

Haunted Halloween Night Lake Cruise

Fri, Oct 30

Three-story Lake Michigan yacht party with a live DJ.

Illustration of costumed characters dancing on a glowing purple dance floor surrounded by jack-o'-lanterns and lanterns (Tinley Park Ghouls' Night Out Ale Trail Trolley)

Tinley Park Ghouls' Night Out Ale Trail Trolley

Wed, Oct 28

Tinley Park 18 mi

Hop-on, hop-off trolley connecting local breweries and a wine bar.

Offshore Halloween

Oct 31 – Nov 1

Chicago 25 mi $

Rooftop party featuring live DJs and sweeping Lake Michigan views.

Illustration of a Halloween nightclub stage with a performer in a purple feathered costume, curtains, fog and pumpkins (Dark Paradise: Halloween Bash)

Dark Paradise: Halloween Bash

Oct 31 – Nov 1

Chicago 24 mi $

A 21-and-over Halloween celebration featuring music, costumes, and themed decor.

Illustration of a pumpkin headed clay performer in a purple feathered costume on a stage as a costumed crowd cheers (Twisted Horrors: A Femme Halloween Soiree)

Twisted Horrors: A Femme Halloween Soiree

Femme Halloween gathering featuring live pole and burlesque performances.

Illustration of a Halloween costume contest on a small stage with a pumpkin, robot, witch, ghosts, trophy and audience (Miinniie's Halloween Costume Party)

Miinniie's Halloween Costume Party

Chicago 18 mi $

Features a costume contest, music from a DJ, games, and food.

Illustration of a Halloween gathering at dusk with a smiling ghost, costumed figures, glowing jack-o'-lanterns and lights (Afternoon Tea: Fall Edition)

Afternoon Tea: Fall Edition

Chicago 22 mi $$$

Fall-inspired teas, herbal infusions, and family-style treats.

Illustration of small costumed figures toasting with a frothy mug beside wooden barrels, pumpkins and autumn trees outdoors (Fallin’ for Wisconsin)

Fallin’ for Wisconsin

Chicago 22 mi $$$

Day trip from Chicago featuring wine tasting, apple picking, and Lake Geneva.

Illustration of a vampire bartender shaking a drink at a Halloween bar with cocktails, pumpkins and green potion flasks (Chicago Halloween Bar Crawl)

Chicago Halloween Bar Crawl

Oct 24 – Oct 31

Halloween bar crawl visiting top Chicago bars with waived cover charges.

Memento Mori Halloween Gala

Fri, Oct 30

Chicago 26 mi

Haunting Halloween fundraiser inside a historic medical museum mansion.

Illustration of a cozy lantern lit patio at night where costumed figures toast frothy beer mugs at wooden picnic tables (The Boos & Booze Chicago Halloween Bar Crawl)

The Boos & Booze Chicago Halloween Bar Crawl

Oct 30 – Oct 31

Chicago 26 mi $$

Two-day River North bar crawl with drink specials and after-party entry.

Illustration of a cozy lantern lit patio at night where costumed figures toast frothy beer mugs at wooden picnic tables (West Loop Halloween Bar Crawl)

West Loop Halloween Bar Crawl

Multi-venue neighborhood bar crawl featuring drink specials and a costume contest

WIOFA Presents All Hallows' Evening 2

Chicago 25 mi

Charity Halloween party benefiting pediatric cancer and blood disorder patients.

Illustration of a glowing Halloween party scene with a pumpkin, a witch figure, a cat and a cake on a purple dance floor (Local Edition Fall Night Market)

Local Edition Fall Night Market

Thu, Oct 8

Chicago 26 mi $$

Curated evening market featuring small-batch goods and live music.

Illustration of a candlelit Halloween dinner table with small pumpkins, black cauldron bowls and a friendly ghost nearby (Hands-On Pumpkin Ravioli Making Class)

Hands-On Pumpkin Ravioli Making Class

Chicago 25 mi $$$

Make fresh pasta dough and pumpkin ricotta filling from scratch.

Illustration of clay characters in Halloween costumes on a stage with a golden trophy, a ghost and an audience (Pink Peach Events Presents: Trick or Turn Up — Hip-Hop & R&B Halloween Party)

Pink Peach Events Presents: Trick or Turn Up — Hip-Hop & R&B Halloween Party

Cicero 25 mi $$

Features a DJ dance floor, costume contest, and photo booth.

Illustration of a glowing Halloween party where a vampire and a girl stand by a pumpkin disco ball near a cake and a cat (Monster Mall Chicago: Boo's and Brews)

Monster Mall Chicago: Boo's and Brews

Sun, Sep 20

Chicago 26 mi Free

Spooky pop-up market featuring alternative vendors, treats, brews, and music.

Haunted Harbor

CHICAGO 26 mi Free

Open-air lakefront electronic music event featuring DJs, fog, and spooky visuals.

Pumpkin Carving Party at Federales

Mon, Oct 26

Includes a pumpkin, carving kit, and a select margarita.

Illustration of costumed figures beside a table with two gold trophies on a hay covered stage with pumpkins and string lights (Halloween Comedy Bash: Laugh Till You Scream)

Halloween Comedy Bash: Laugh Till You Scream

Live comedy showcase, costume contest, vendors, and poetry performances.

Illustration of a Halloween party at dusk with a ghost above string lights, two witches by a table, and glowing pumpkins (Fall Bakes: Fall Themed Baking Class)

Fall Bakes: Fall Themed Baking Class

Chicago 26 mi $$$

Hands-on instruction for pumpkin scones and caramel apple pull-apart bread.

The Nightmare Bar