Nights out in Chicago

Games

The Escape Game Chicago: Epic 60-Minute Adventures in River North

Chicago · address after booking

A 60-minute escape room game at The Escape Game Chicago, in the River North area, where small teams follow clues and solve puzzles to complete a mission together.

Cabaret

AirOtic BITE!

Experience 868 Events

AirOtic BITE! is a Halloween-themed cabaret show at Experience 868 in Chicago, combining burlesque with contemporary circus acts performed by aerialists and characters in costume.

Cabaret

Drunk Dracula in Chicago

Drunk Shakespeare Chicago

Drunk Dracula is a cabaret outing in Chicago, presented at Drunk Shakespeare Chicago, in which the Dracula legend is played for dark laughs and drinks are part of the evening.

Tasting

Couples Chocolate & Wine Tasting +Candle Making

Above Average Candle Studio

A chocolate and wine tasting combined with a hands-on candle-making workshop, designed for couples, held at Above Average Candle Studio in Chicago.

Cabaret

The Poetry Brothel Chicago: MONSTERS!

Visceral Adventure Lounge

A Halloween-themed literary cabaret at Visceral Adventure Lounge in Chicago, built around noir poetry read by local poets and combined with jazz, movement, tarot and visual art.

Other night out

Azure Presents: Azure After Dark Halloween Edition 10/30

Experience 868

A Halloween-themed edition of Azure After Dark, presented by Azure at Experience 868 in Chicago. It is a seasonal outing built around the holiday.

Cabaret

The Newport Peekeasy: Burlesque and Variety Show

The Newport Theater

A cabaret revue at The Newport Theater in Chicago, mixing burlesque, belly dance, drag and variety acts with digital content played live. The outing is built around a speakeasy-style setting.

Other night out

Garden of — On the Cross

Sleeping Village

Garden of — On the Cross is an outing at Sleeping Village, a venue in Chicago that hosts concerts and shows. It is a listing for a single title held at one venue, with sessions on set dates.

Other night out

TrakQwn Presents: HalloWIGS!

Color Club

TrakQwn Presents: HalloWIGS! is a Halloween-themed show presented by TrakQwn, held at Color Club in Chicago. The outing suits groups of friends and visitors who want a playful autumn plan.

Games

20 CUTS in Chicago: An Immersive Real-World Thriller Game

62 E Erie St

An outdoor mystery game in Chicago in which players follow clues through the city to rescue trapped strangers and track down a killer. The outing starts at 62 E Erie St.

Games

Chicago Murder Mystery: Death in the Shadows

DePaul University - School of Music

A murder mystery game played on your own phone across Chicago, with DePaul University as its base. Players act as the city's top detective and work through clues at twelve locations around the city.

Games

Elgin Murder Mystery: Solve the case!

150 Dexter Ct, Elgin, IL 60120, USA

An outdoor murder mystery game in Elgin, Illinois, played on a smartphone as players move between 12 landmarks around town. Teams work through clues and suspects to solve a fictional killing.

Games

Secret Society of Chicago: A Detective City Game

Old Town Triangle District

An outdoor detective game set across Chicago's streets, where players follow a long-running conspiracy by solving puzzles at real-world locations. The outing begins in the Old Town Triangle District.

Games

Chicago Murder Mystery 2: Crime on Date Night!

2701 N Lakewood Ave, Chicago

An outdoor murder mystery game in Chicago, played on your own phone through the Questo app. Players walk a set route and solve the case by questioning suspects and working through puzzles.

Games

The Oz Experience in Chicago: Escape the Wicked Glitch!

Chicago History Museum

An outdoor escape-room-style outing across Chicago, starting at the Chicago History Museum, in which players solve puzzles and follow clues through a story based on L. Frank Baum's Oz novel.

Games

Serial Killer Speakeasy - Skokie, IL

The Skokie

An immersive theater outing at THE SKOKIE in Skokie, built around four true-crime stories on Ted Bundy, Jeffrey Dahmer, John Wayne Gacy and Ed Gein, each paired with a themed cocktail.

Cabaret

Seasons - Celebrating the Chicago Paris Cabaret Connexion 2026

The CheckOut

Seasons is a cabaret and dinner show celebrating the Chicago Paris Cabaret Connexion 2026, staged at The CheckOut in Chicago. It pairs a cabaret performance with a shared dinner.

Other night out

The Gaggys

Fantasy Nightclub

The Gaggys is an outing at Fantasy Nightclub in Chicago, a venue for live programming, bookable as sessions on scheduled dates. It is listed here as an outing with its own sessions and packages.

Tasting

2026 Chicago Holiday Cocktail Tasting Festival (Nov 14) FU

Utopian Tailgate

A holiday-themed cocktail tasting festival in Chicago, where more than 11 brands pour seasonal drinks and neat spirit samples at Utopian Tailgate.

Games

The Jury Experience – The Deadly Boat Ride: Will Chicago Deliver Justice?

Edlis Neeson Theater - MCA

⚖️ Watch drama | 🗳️ Cast a vote | 🕵️ Crack the case ⭐ You've been called for jury duty. Step into a thrilling courtroom drama where the audience is the jury. Listen to testimonies, analyze evidence, and ultimately…

Other night out

Jump Magazine Release Party Featuring Tiny Dances + Jack Meriwether

Color Club

A release party for Jump Magazine at Color Club in Chicago, with performances by Tiny Dances and Jack Meriwether. It suits readers of the magazine and fans of either act.

Other night out

LAVENDER: Queer Dance Social

Color Club

LAVENDER: Queer Dance Social is a dance social held at Color Club in Chicago, an outing built around dancing and meeting others on the floor.

Other night out

Earlybirds Club - Madonna-rama

Beat Kitchen

A Madonna-themed outing at Beat Kitchen in Chicago, presented under the Earlybirds Club title. It is a show built around Madonna's music, not a performance by Madonna herself.

Other night out

Tarot Sessions: An Interactive Tarot Night with Cocktails

Stan Mansion

A playful, interactive tarot outing at Stan Mansion in Chicago, combining card readings, audience participation and cocktails in an 80-minute session for guests 21 and over.

Tasting

A Christmas Carol Cocktail Experience - Chicago, IL

Seven Star Venue

A Christmas Carol Cocktail Experience is a dark, immersive reimagining of Dickens' timeless ghost story in Chicago, IL—complete with a Victorian twist and four holiday-themed cocktails paired with…

Cabaret

Christmas Cabaret Thee Ricky Harris Way

Epiphany Center for the Arts - Epiphany Hall

Christmas Cabaret Thee Ricky Harris Way is a cabaret and dinner show held at the Epiphany Center for the Arts in Chicago. It is a holiday-themed outing in the Epiphany Hall.

Tasting

An Idiot’s Guide to Wine

Chop Shop

An Idiot's Guide to Wine is a stand-up comedy show paired with a tasting of five wines, performed in English by a local comedian at Chop Shop in Chicago.

Games

The Jury Experience - Frankenstein on Trial: The Man Who Defied God: Will Chicago Deliver Justice?

Edlis Neeson Theater - MCA

An immersive courtroom game inspired by Frankenstein, in which the audience sits as jurors, hears testimony, weighs evidence and votes on whether Dr. Victor Frankenstein is guilty. Held at the Edlis Neeson Theater at…