October Events and Things to do in Chicago, IL
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 31, 5:00 PM
Chicago · Wrigleyville's Best Bars (full list in event details)
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 31, 5:00 PM
Chicago · Wrigleyville's Best Bars (full list in event details)
Chicago Northside Halloween Bar Crawl | 18 Bars, Old Town + Lincoln Park
Sat, Oct 31, 11:00 AM
Chicago · Lincoln Park and Old Town
Chicago Northside Halloween Bar Crawl | 18 Bars, Old Town + Lincoln Park
Sat, Oct 31, 11:00 AM
Chicago · Lincoln Park and Old Town
RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (45+ VENUES)
Fri, Oct 30, 5:00 PM
Chicago · Good Night John Boy
RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (45+ VENUES)
Fri, Oct 30, 5:00 PM
Chicago · Good Night John Boy
Afrobeats Saturdayz: Halloween costume party (Up to $1000 in prizes)
Sat, Oct 31, 10:00 PM
Chicago · Masada
Afrobeats Saturdayz: Halloween costume party (Up to $1000 in prizes)
Sat, Oct 31, 10:00 PM
Chicago · Masada
Chicago Halloween Party 2026: Haunted Hotel Ball at Congress Plaza Hotel
Sat, Oct 31, 9:00 PM
Chicago · Congress Plaza Hotel Chicago
Chicago Halloween Party 2026: Haunted Hotel Ball at Congress Plaza Hotel
Sat, Oct 31, 9:00 PM
Chicago · Congress Plaza Hotel Chicago
Halloween at Old Crow Wrigleyville - Chicago's #1 Country Bar
Fri, Oct 30, 9:00 PM
Chicago · Old Crow Smokehouse
Halloween at Old Crow Wrigleyville - Chicago's #1 Country Bar
Fri, Oct 30, 9:00 PM
Chicago · Old Crow Smokehouse
Call Me Beep Me - Chicago - 2010s Pop & Disney Channel Bops - 21+
Friday at 9:00 PM
Chicago · Stereo Nightclub
Call Me Beep Me - Chicago - 2010s Pop & Disney Channel Bops - 21+
Friday at 9:00 PM
Chicago · Stereo Nightclub
IPH's Fall Fest on The Riverwalk w/ Hayrides on the River & More in Chicago
Saturday at 12:00 PM + 1 more
Chicago · Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk)
IPH's Fall Fest on The Riverwalk w/ Hayrides on the River & More in Chicago
Saturday at 12:00 PM + 1 more
Chicago · Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk)
Halloween DAY Crawl In River North! Chicago's BIGGEST Halloween DAY Party!
Sat, Oct 31, 1:00 PM
Chicago · River North's BEST Bars including Tunnel, Tree House & More TBA
Halloween DAY Crawl In River North! Chicago's BIGGEST Halloween DAY Party!
Sat, Oct 31, 1:00 PM
Chicago · River North's BEST Bars including Tunnel, Tree House & More TBA
Chicago's Best 90-Min Architecture Boat Tour on The Chicago River
Friday at 3:00 PM + 28 more
Chicago · Tours & Boats (boarding info and directions below) | Phone: 312-858-6955
Chicago's Best 90-Min Architecture Boat Tour on The Chicago River
Friday at 3:00 PM + 28 more
Chicago · Tours & Boats (boarding info and directions below) | Phone: 312-858-6955
Chicago Official Halloween Bar Crawl LIVE! River North and West Loop 2026
Sat, Oct 31, 3:00 PM
Chicago · Fame Nightclub
Chicago Official Halloween Bar Crawl LIVE! River North and West Loop 2026
Sat, Oct 31, 3:00 PM
Chicago · Fame Nightclub
Latina Expo 2026 – Chicago | Empowerment, Innovation & Community
Friday at 9:00 AM + 1 more
Chicago · Malcolm X College
Latina Expo 2026 – Chicago | Empowerment, Innovation & Community
Friday at 9:00 AM + 1 more
Chicago · Malcolm X College
