Chicago Holiday Events

Chicago Memorial Day Weekend Cruise | All White Attire Party

Spirit of Chicago Yacht 24 May 2026

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

Spirit of Chicago Yacht 3 Jul 2026

Randolph Street Market

1341 W Randolph St, Chicago, IL 60607-1523, United States 23 May 2026

Chicago Labor Day Weekend All White Attire Party Cruise

Spirit of Chicago Yacht 6 Sep 2026

Chicago Pride Bar Crawl

PB&J: Pizza Beer and Jukebox 20 Jun 2026

Memorial Day at ROOF on theWit | All White Attire | 5.25.26

ROOF on theWit 25 May 2026

PILSEN'S CINCO DE MAYO BAR CRAWL PARTY!

Pilsen, Chicago, IL, USA 2 May 2026

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

TBA 27 Jun 2026

Chicago Cinco De Mayo Bar Crawl Party 2026 | Friday, May 1st

TBA 1 May 2026

Just Because 2026 Chicago Summer Holiday Bar Crawl

Lincoln Park, River North, Wicker Park Bars All Access 20 Jun 2026

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

Montrose Beach 4 Jul 2026

Afrobeats Saturdayz: 4TH OF JULY WEEKEND

Masada 4 Jul 2026

Chicago Memorial Day Bar Crawl Party 2026 | Saturday, May 23

TBA 23 May 2026

Margarita Madness Bar Olympics

Lottie's Pub 2 May 2026

Cinco De Mayo Chicago Bar Crawl 2026 | Saturday, May 2nd

TBA 2 May 2026

Chicago Rum Fest 2026

Logan Square Auditorium 25 Apr 2026

J Holiday - Nahum Thorton Grymes at City Winery - Chicago

City Winery - Chicago 14 Aug 2026

Pilsen Ukulele Party (PUP) FREE!

Pilsen Arts & Community House 9 May 2026

The Day Session: Summer Starts Here

Visions Odeum and Events 6 Jun 2026

Wild Fork Lincoln Park | Kick off summer this Memorial Day Weekend

1001 W North Ave 16 May 2026

OneOne Club Happy Hour

Chef Art Smith’s Reunion, Navy Pier, East Grand Avenue, Chicago, IL, USA 24 Apr 2026

GAY Soul Food (Chicago)

Definition Theatre 14 Aug 2026

Wander Home Holiday Market - Mother's Day Edition

The Guesthouse Hotel 2 May 2026

Mother's Day: Mom + Me Paint Party

4803 N Milwaukee Ave 9 May 2026

Memorial Day 1M 5K 10K 13.1 26.2

Chicago 25 May 2026

Monthly Group Ukulele Lessons in Pilsen. FREE Ukulele Giveaway!

1637 W 18th St 12 Oct 2025

Funny Funny Fashion Comedy Show

The Lincoln Lodge 16 May 2024

Echoes of Lithuania: Petras Sarpalius, A Diasporic Musician

Lithuanian Archives Project 3 May 2026

2026 BATES HALL FAMILY REUNION (CHICAGO, IL)

__ 25 Jun 2026

Register Early_8am Mondays I & II Quarter "FREE" Line-Dance @ Museum_Maddy!

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