Chicago Holiday Events

Chasing Sun(Sets) 2026 AUTOGRAF x KIKO FRANCO — Tickets & Lake List

Castaways Beach Club 4 Jul 2026

Red, White & Cruise | Chicago July 4th Weekend Yacht Party

Spirit of Chicago Yacht 3 Jul 2026

Chicago Pride Bar Crawl Party 2026 | Friday, June 26th

Nobody's Darling 26 Jun 2026

Red, White & Beats ~ a 4th of July Firework Event on Navy Pier

Bar Sol 4 Jul 2026

Merry, Merry Chicago!

220 S Michigan Ave, Chicago, IL, United States, Illinois 60604 18 Dec 2026

Chicago Labor Day Weekend All White Attire Party Cruise

Spirit of Chicago Yacht 6 Sep 2026

Colombian Fest Chicago 2026

Humboldt Park 17 Jul 2026

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Spirit of Chicago Yacht 31 Oct 2026

Fourth of July at IO Godfrey Rooftop

IO Godfrey Rooftop Lounge 4 Jul 2026

Fourth of July at Midnight Noir Skydeck

Midnight Noir Lounge & Skydeck 4 Jul 2026

Chicago Pride Bar Crawl Party 2026 | Saturday, June 27th

Nobody's Darling 27 Jun 2026

Chicago Halloween Bar Crawl

Kaiser Tiger 24 Oct 2026

Chicago Official Thanksgiving Eve Bar Crawl 2026

Downtown Chicago 25 Nov 2026

Chicago Halloween Bar Crawl 2026

PB&J: Pizza Beer and Jukebox 31 Oct 2026

Afrobeats Saturdayz: 4TH OF JULY WEEKEND

Masada 4 Jul 2026

The Christmas Bar Crawl - Chicago

SPIN 19 Dec 2026

FREEDOM FRIDAY - JULY 3RD

Vintage Bar 3 Jul 2026

CHICAGO BLACK PRICE 2026

Holiday Inn Chicago O'Hare Area 3 Jul 2026

4th of July Chicago Bar Crawl 2026 | Saturday, July 4th

TBA 4 Jul 2026

Chicago SantaCon Bar Crawl 2026

PB&J: Pizza Beer and Jukebox 19 Dec 2026

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

Headquarters Beercade 4 Dec 2026

Legends of Rock at Howl at the Moon Chicago

Howl at the Moon Chicago 3 Jul 2026

Daily Stoic Live | Onstage with Ryan Holiday

Gateway Theater at Copernicus Center 19 Aug 2026

Home Alone 2: Lost In New York - Live In Concert

50 E Ida B Wells Dr, Chicago, IL, United States, Illinois 60605 19 Dec 2026

OUT OF OFFICE: JULY 3RD

Expat 3 Jul 2026

SwervCup Events Presents: Beach Prom - The 4th of July Holiday Formal Coed Doubles Tournament

Montrose Beach 4 Jul 2026

July 5th All White Holiday Patio Brunch Rooftop Sunday Funday Party!

Reserv 5 Jul 2026

J Holiday - Nahum Thorton Grymes at City Winery - Chicago

City Winery - Chicago 14 Aug 2026

Renegade Chicago

Bridgeport Art Center 18 Dec 2026

Chicago Christmas in July Bar Crawl 2026

PB&J: Pizza Beer and Jukebox 25 Jul 2026

Grand Opening: Salsa Thursdays @ Chicago Theater Works

Chicago Theater Works 2 Jul 2026

The Naughty List Bar Crawl - Chicago

Black Hole Bar 28 Nov 2026

Terrapin Flyer - Days Between - A Celebration of Life of Jerry Garcia at Martyrs' Night 5

3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613 9 Aug 2026

Chicago Fireworks Aboard Legendary Chicago Fire Boats!

111 N Lake Shore Dr, Chicago, IL 60601-7342, United States 17 Jun 2026

Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series

Goose Island Taproom 6 Dec 2026

Celebration Saturday with Macy's State Street

111 N State St 4 Jul 2026

Red, White & Blue Cheese- Celebrating Artisanal American Producers

Eataly Chicago 3 Jul 2026

The Shops - Holiday Edition #2 - Final 2026 Pop-up!

Water Tower Place (Level 3 Next to JJill and White House Black Market) 19 Dec 2026

GAY Soul Food (Chicago)

Definition Theatre 14 Aug 2026

FashionCamp: WINTER HOLIDAY EDITION 2026

FashionBar (Level 3) 12 Dec 2026

The Shops - Holiday Edition #1

Water Tower Place (Level 3 Next to JJill and White House Black Market) 12 Dec 2026

Terrapin Flyer - Days Between - A Celebration of Life of Jerry Garcia at Martyrs' Night 3

3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613 6 Aug 2026

Roo's Very Merry Pet Market

Fairlie 339 North Bell Chicago 13 Dec 2026

Christmas in July

West 66th Street 1 Jul 2026

Holiday Swing Social: Class + Social Dancing

Ballroom Dance Chicago 19 Dec 2026

Memorial Day 1M 5K 10K 13.1 26.2

Chicago 25 May 2026

4 Neighborhoods, 4 Parks, 1 Mission

Railroad Junction Park 5 Jul 2026

July Book Club w/ Three Avenues: Choose Your Own Book feat. Disability

Beermiscuous 19 Jul 2026

S3 Greater Lawn: Growing Together: Community Based Mural w/ Holiday Gerry

4150 W 55th St 7 Jul 2026

TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars

Wrigleyville's Best Bars TBA 12 Dec 2026

How to Stop Renting Your Skills and Start Owning Your Income

Chicago: Moved to Virtual Session 14 Jan 2026

RE-OPEN: See New Direct Register Link_8am Mon*FREE Line-Dance @Grif-Museum

Griffin Museum of Science and Industry (G-MSI) 13 Jan 2025

VIRGOS TAKE ANTIGUA 🇦🇬

The Loop 4 Sep 2026

Workplace Diversity & Inclusion – Empower Teams in Chicago, IL

For venue details reach us at: [email protected] 19 Nov 2025