Things to Do in Chicago This Weekend
Friday, August 14 — Sunday, August 16
Nothing is confirmed yet for the weekend of Aug 14–16 in Chicago. We'd rather tell you that than pad the list: only real plans with verified dates and tickets make it here.
In the meantime, this is what's confirmed next in Chicago — and the full calendar updates every day.
Upcoming events in Chicago
Today · 6:00 PM
CHIODOS: IT'S NOT YOU, IT'S ME TOUR
House of Blues Chicago
Tickets on Ticketmaster
Aug 18 – Aug 23 · 6 dates
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center - First Lady
Tickets on Ticketmaster
Aug 17 – Aug 21 · 5 dates
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
The Fields Studios
Aug 17 – Aug 18 · 2 dates
Chicago Cubs vs. Chicago White Sox
Wrigley Field
Tickets on Ticketmaster
Tomorrow · 7:00 PM
The Crane Wives w/ Brye
Park West
Tickets on Ticketmaster
Aug 18 – Aug 25 · 7 dates
The Second City's: Pandemonium, Please Hold
Second City-Chicago: Mainstage
Tickets on Ticketmaster
Tomorrow · 8:00 PM
Chicago Sky vs. New York Liberty
Wintrust Arena
Tickets on Ticketmaster
Aug 18 – Aug 29 · 3 dates
ChiTown Drive-In Presents - Grease
ChiTown Movies
Aug 18 – Aug 29 · 2 dates
ChiTown Drive-In Presents - Scream (The Original!)
ChiTown Movies
Aug 19 – Aug 28 · 3 dates
ChiTown Drive-In Presents - Michael
ChiTown Movies
Aug 19 – Aug 26 · 3 dates
ChiTown Drive-In Presents - Obsession (2026)
ChiTown Movies
Thu Aug 20, 13:10
Chicago White Sox vs. Atlanta Braves
Rate Field
Tickets on Ticketmaster