Sober October: Chicago Zero Proof Halloween Bar Crawl Sat, 10 Oct at 04:00 pm Chicago USD 0 TO 15 PARTIES
SPELLBOUND | Chicago's #1 Halloween Party | West Loop Sat, 31 Oct at 08:00 pm City Winery Chicago USD 30 TO 60 HALLOWEEN-PARTIES
Death By Disco: Chicago's Biggest Halloween Pop-Up Fri, 30 Oct at 08:00 pm Recess & City Hall ENTERTAINMENT
Afro Fashion Experience Sat, 17 Oct at 04:00 pm DuSable Black History Museum and Education Center USD 25 TO 170 FITNESS
Sober October: Chicago's Zero Proof Halloween Bar Crawl Sat, 10 Oct at 04:00 pm Federales Tacos & Tequila - Logan Square, Chicago USD 0 TO 20 PARTIES
Good Friends Vintage Market Sat, 17 Oct at 11:00 am The Center of Order and Experimentation FREE POP-UPS
The Shops - Fall Edition Pop-up Sat, 24 Oct at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) POP-UPS
FREE Community Pop-up Thrift BOOOtique Sat, 24 Oct at 12:00 pm 36th Ward Belmont Cragin Office FREE FITNESS
Crawl to Christkindlmarket: A Holiday Pub Crawl to Christkindlmarket Fri, 27 Nov at 04:00 pm River North's BEST Bars On Your Way to Christkindlmarket USD 28 FITNESS
Southside Critical Mass Chicago Bicycle Ride (1st Fridays) Fri, 11 Apr at 05:45 pm Nichols Park Plaza (South End by Fountain) FREE FITNESS
The Shops - BLACK FRIDAY Edition! 1/2/3 Day Vending Opportunities! Fri, 27 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 TO 349 FITNESS
Southside Critical Mass Chicago Bicycle Ride Fri, 03 Apr 1300 E 55th St, Chicago, IL 60615-5302, United States TRIPS-ADVENTURES
The Shops - Single Day Pop-up - November Reps Capital Edition Sat, 07 Nov at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) FITNESS
St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl Sat, 13 Mar at 12:00 pm Lincoln Park USD 14 TO 37 PARTIES
St. Patrick's Day Lucky Charms River North Bar Crawl | Afternoon Sat, 13 Mar at 12:00 pm Headquarters Beercade USD 14 TO 37 FITNESS
Costume Drive for our Upcoming Annual BOOOtique Sun, 20 Sep at 09:30 am Portage Park Farmers Market FREE NONPROFIT
Uptown Wellness Chicago Monthly Pop-up Sat, 24 Oct at 03:00 pm 4007 N. Broadway #202, Chicago, IL, United States, Illinois 60613 HEALTH-WELLNESS
100% Bachata Pop-Up · Vol. VIII | DJ Selphi from NYC Sun, 25 Oct at 05:30 pm Barcocina West Town (Chicago) DANCE
St. Patrick's Day Lucky Charms West Loop Bar Crawl Sat, 13 Mar at 12:00 pm West Loop USD 14 TO 37 FITNESS
St. Patrick's Day Lucky Charms Wicker Park Bar Crawl Sat, 13 Mar at 12:00 pm Chop Shop USD 8 TO 25 FITNESS
TWIN PEAKS: A Conversation with the Stars | Old Town School of Folk Music, IL | Sat. Nov 14 2026 Sat, 14 Nov at 07:30 pm Old Town School of Folk Music LIVE-MUSIC
St. Patrick's Day Lucky Charms River North Bar Crawl | Morning Sat, 13 Mar at 09:00 am River North USD 14 TO 37 FITNESS
St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl Sat, 13 Mar at 10:00 am Blue Bayou USD 19 TO 37 FITNESS
The Chicago Art Girls Holiday Pop-Up Shop Sat, 12 Dec at 11:00 am Alexander Graham Bell Elementary School POP-UPS
Audacity: Sunshine Enterprises' Market Wed, 11 Nov at 05:30 pm The Bridgeport Art Center USD 50 TO 135 FITNESS
AFROINTL FASHION SHOW CHICAGO Sun, 29 Nov at 07:00 pm Embassy Suites by Hilton Chicago Downtown River North USD 44 TO 122 FITNESS
The Shops - Holiday Edition #2 - Final 2026 Pop-up! Sat, 19 Dec at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) FITNESS
The Shops - Holiday Edition #1 Sat, 12 Dec at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 TO 290 FITNESS
FREE Community Pop-up Thrift Boutique Sat, 21 Nov at 12:00 pm Dunning Branch, Chicago Public Library FREE POP-UPS
FREE Community Pop-up Thrift Boutique Sat, 16 Jan at 12:00 pm 36th Ward Belmont Cragin Office FREE FITNESS
The Shops - FashionBar’s Single Day Pop-up - January Edition Sat, 09 Jan at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) POP-UPS
The Shops - Single Day Pop-up - January Edition #2 Sat, 16 Jan at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) POP-UPS
The Shops - Black History Month Edition Sat, 20 Feb at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) FITNESS
The Shops - Valentines Day Edition Sat, 13 Feb at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) FITNESS
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars Sat, 12 Dec at 10:00 am Wrigleyville's Best Bars TBA USD 5 TO 40 FITNESS
U-Coffee + U-Cast Live Talkshow - Community, Wellness, Conversation + DJ Sat, 10 Oct at 10:00 am Lincoln Park Room USD 23 FITNESS