A personal newsletter
Chicago Weekly
A weekly roundup of events and date night activities to do in Chicago. Pull actual events from sources and suggest unique ideas and things to do in Chicago every upcoming week
chicagodate night ideasevents
by ben
Recent issues
2026
7 issuesThe Standing Hour: Chicago's Free Date Nights RepeatSep 23Three Ticketed Rooms, One Real Date Night in ChicagoSep 16The Chicago River Is the Best Date in the City NowSep 9Riot Fest as a Date: Pick One Day, Book the AftershowSep 2The One-Day Date: Black on the Block Lands at Soldier FieldAug 26Ten Days Left on Chicago's Best Summer Date NightAug 19Chicago Date Nights That Expire Before SpringAug 12