Chicago Pop-ups Events

John Vincent Holiday Show

Rizzo's Bar & Inn 21 Dec 2025

FREE Community Pop-up Thrift Boutique

West Belmont Branch, Chicago Public Library 17 Jan 2026

Venusian Visions: a monthly pop up tarot event at Dorothy

Dorothy 21 Dec 2025

Happy Lobster Pop-Up

WineStyles Chicago 19 Dec 2025

FREE Community Pop-up Thrift Boutique

Dunning Branch, Chicago Public Library 14 Mar 2026

SENSUAL N SEDUCTIVE: BOOTIES BEFORE THE BALL DROPS PRE-NYE EDITION

7458 S Langley Ave 27 Dec 2025

Empanada Mama Pop-up @ Begyle

1800 W Cuyler Ave, Chicago, IL, United States, Illinois 60613 26 Dec 2025

The Official BAD SANTA Christmas Bar Crawl – Chicago

West Hubbard Street 20 Dec 2025

Roast Battle Chicago at Zanies Chicago

1548 N Wells St, Chicago, IL, United States, Illinois 60610 18 Dec 2025

WINTER WONDERLAND POP UP!

Kings Klothing Boutique 27 Dec 2025

Holiday Family Salsa Pop-Up Party!

2617 W Division St 28 Dec 2025

Begyle + Friends

Artifact Events 31 Jan 2026

TBOYSKR1PCLUB presents BEEFCAKES & BEARS & BOYS! OH MY!

The Newport Theater 23 Dec 2025

The Shops - Grammy Edition Pop-up

Water Tower Place (Level 3 Next to JJill and White House Black Market) 8 Feb 2026

Hanukkah Happy Hour (Ages 30-39) at Graystone Tavern

The Graystone Tavern 17 Dec 2025

The Shops - FashionBar’s Single Day Pop-up - January Edition

Water Tower Place (Level 3 Next to JJill and White House Black Market) 10 Jan 2026

The Black Holiday Market Vendor Call

2710 W North Ave 20 Dec 2025

Ari's Karaoke

3782 W 79th St 21 Dec 2025

Chicago, IL - NYE Cosmic Countdown @ Punch Bowl Social

Punch Bowl Social Chicago 31 Dec 2025

Ina Mae Tavern in Wicker Park: Christmas Pop-Up: Carol-Oeke Night

Ina Mae 18 Dec 2025

Ugly Sweater Christmas Pop Up Shop

The West Side 20 Dec 2025

Christmas Pop Up Shop

The Loop 20 Dec 2025

Christmas Pop Up

Bronzeville, Chicago 20 Dec 2025

Chicago Vintage - Holiday Pop Up.

1855 S Blue Island Ave 14 Dec 2025

Chicago Pop Up Holiday Market

916 W Fulton Market 21 Dec 2025

Baddie Baddie New Year's Eve

Replay Lakeview 31 Dec 2025

CLVR Labs™ Presents: Chicago Winter Showcase + Vendor Networking Pop-Up

Replay Lincoln Park 28 Dec 2025

The Shops - Juneteenth Edition

Water Tower Place (Level 3 Next to JJill and White House Black Market) 30 May 2026

The Chicago Pancakes & Booze Art Show (Vendor/Artist Reservations)

Reggies 28 Feb 2026

WINGS N WAGONS: THE GRINCH’S NAUGHTY CHRISTMAS WORKSHOP

7458 S Langley Ave 17 Dec 2025

Pop Up Karaoke at Carol's Pub

4659 N Clark St, Chicago, IL, United States, Illinois 60640 16 Dec 2025

Ferne Boutique Pop-Up Shop

Duffy's Tavern and Grille 15 Dec 2025

"Dealbreaker" By Lauren Kee

Mrs. Murphy & Sons Irish Bistro 14 Feb 2026

WhirlyBall Chicago New Years Eve Afternoon Family Fun Event

WhirlyBall 31 Dec 2025

The Shops - Black History Month Edition

Water Tower Place (Level 3 Next to JJill and White House Black Market) 22 Feb 2026

The Shops - Mother's Day Edition

Water Tower Place (Level 3 Next to JJill and White House Black Market) 9 May 2026

The Shops - FashionBar’s Single Day Pop-up - March Edition

Water Tower Place (Level 3 Next to JJill and White House Black Market) 29 Mar 2026

AirOtic Naughty Noël

Experience 868 4 Dec 2025

AN UPSIDE DOWN EXPERIENCE (POP-UP)

Stardust 18 Dec 2025

Holiday Pop-Up Bar Crawl To Christkindlmarket In Wrigleyville Wonderland

Wrigleyville Wonderland 28 Nov 2025

Ina Mae Tavern in Wicker Park Christmas Pop-Up Friday Happy Hour from 4-6PM

Ina Mae 5 Dec 2025

TAKEOVER TUESDAYS SIP & PAINT PARTY

8022 S Cottage Grove Ave 11 Nov 2025

A Very Vintage Christmas — The Brando’s Holiday Popup (Loop Location)

Brando's Speakeasy 9 Dec 2025

Sheraton Sleigh Bar, Presented by Shula’s Steak House

Sheraton Grand Chicago Riverwalk 21 Nov 2025

LOCAL VOCAL R&B THURSDAY

Davenport's Piano Bar and Cabaret 25 Sep 2025

The Kibbitznest Comedy Club

kibbitznest books, brews & blarney 24 Nov 2024

The Shops - Holiday Edition #2 - Final 2025 Pop-up!

Water Tower Place (Level 3 Next to JJill and White House Black Market) 20 Dec 2025

Tarot Readings with Sarah Bourne

necessary & sufficient coffee - Printers Row, South Dearborn Street, Chicago, IL, USA 22 Nov 2025

A Very Vintage Christmas — The Brando’s Holiday Popup (Lincoln Park)

Brando's Lincoln Park 10 Dec 2025