Things to Do in Chicago, IL
Family activities, museums, markets, and outdoor events in Chicago.
Sun, Oct 18
The Chicago Theatre Tour Experience
The Chicago Theatre Tour Experience
See listing
Sun, Oct 18 · 9:00 AM
Michelle Zeller Master Class- Chicago, IL
Arsova Salon
$796.48 +
Sun, Oct 18 · 5:00 PM
10/18 Wheeling, IL Dinner After Dark
583 N Milwaukee Ave
$79 +
Mon, Oct 19
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Mon, Oct 19 · 9:15 AM
NewRoot Open PD: Circle Training
910 W Van Buren St suite 200
$250 +
Tue, Oct 20
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Tue, Oct 20 · 7:00 AM
Middle Grade Morning Release: Diary of a Wimpy Kid #21: Fight or Flight
Three Avenues Bookshop
$22.10 +
Wed, Oct 21
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Thu, Oct 22
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Fri, Oct 23
The Chicago Theatre Tour Experience
The Chicago Theatre Tour Experience
See listing
Fri, Oct 23
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Fri, Oct 23 · 1:00 PM
Tarot Sessions: A Mystical Show of Cards and Cocktails
Stan Mansion
$56 +
Fri, Oct 23 · 6:00 PM
Scorpion Hearts: Pinning Date for 2 with RIP Repurposed
The Insect Asylum
$190.69 +
Fri, Oct 23 · 7:00 PM
Erin French, "Seize the Supper" Cookbook Chat and Q&A
Everybody's Coffee (Wilson Abbey)
$57.33 +
Sat, Oct 24
The Chicago Theatre Tour Experience
The Chicago Theatre Tour Experience
See listing
Sat, Oct 24
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
See listing
Sat, Oct 24 · 9:00 AM
Road Trip! You and Your Board Connect
Embassy Suites by Hilton Chicago O'Hare Rosemont
$35 +
Sat, Oct 24 · 10:00 AM
Great Food Expo; Shop, Sip, Sample Oct 24-25 Pop Up Shops, Tastings, Celebs
Donald E. Stephens Convention Center
$6.24 +
Sat, Oct 24 · 10:00 AM
Chicago Women's Expo | 300+ Shops • Beauty • Fashion • Celebs • DIY
Donald E. Stephens Convention Center
$5 +
Sat, Oct 24 · 11:00 AM
The Shops - Fall Edition Pop-up
Water Tower Place (Level 3 Next to JJill and White House Black Market)
See listing
Sat, Oct 24 · 2:00 PM
NO SOMMS ALLOWED: Willamette Valley L2
Rogers Park Social
$44.52 +
Sat, Oct 24 · 3:00 PM
Chicago Official Halloween Bar Crawl LIVE! River North and West Loop 2026
PB&J: Pizza Beer and Jukebox
$16.73 +
Sat, Oct 24 · 4:00 PM
Trick or Drink: Chicago Halloween Bar Crawl (3 Days)
Headquarters Beercade
$14.66 +
Sat, Oct 24 · 5:00 PM
West Loop Halloween Crawl
Esco
$4.60 +