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Chicago/Date Ideas

Events in Chicago

94 events found

🌙Date Night 🎉Free This Weekend 👨‍👩‍👧‍👦Family Weekend 🌳Outdoors 🎵Live Music

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Showing 20 of 94 events with 2 filters applied

FilmOutdoorsDate Night

ChiTown Drive-In Presents - Halloween (the 1978 Original!)

Mon, Jun 8 · 2:45 AM

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

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All venues Wrigley Field Second City-Chicago: Mainstage Guaranteed Rate Field James M. Nederlander Theatre Wintrust Arena CIBC Theatre Eventbrite API Dance Spaces at Columbia College Chicago Reggie's Music Joint Apollo Theater

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Wed, Jun 10 · 12:00 AM

Second City-Chicago: Mainstage

MusicDate Night

Going Bacharach: The Songs of An Icon

Wed, Jun 10 · 6:30 PM

Kinky Boots (Chicago)

Wed, Jun 10 · 11:00 PM

James M. Nederlander Theatre

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Thu, Jun 11 · 12:00 AM

Second City-Chicago: Mainstage

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Fri, Jun 12 · 12:00 AM

Second City-Chicago: Mainstage

Kinky Boots (Chicago)

Fri, Jun 12 · 11:00 PM

James M. Nederlander Theatre

MusicDate Night

Going Bacharach: The Songs of An Icon

Fri, Jun 12 · 11:30 PM

Kinky Boots (Chicago)

Sat, Jun 13 · 6:00 PM

James M. Nederlander Theatre

MusicDate Night

Going Bacharach: The Songs of An Icon

Sat, Jun 13 · 6:30 PM

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Sat, Jun 13 · 11:00 PM

Second City-Chicago: Mainstage

Hal-Con's Fae Ball 2026

Sun, Jun 14 · 12:00 AM

Halifax Marriott Harbourfront Hotel

MusicDate Night

Going Bacharach: The Songs of An Icon

Sun, Jun 14 · 6:30 PM

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Sun, Jun 14 · 11:00 PM

Second City-Chicago: Mainstage

The Brunch Labs : SKY DECK ROOF TOP EDITION

Mon, Jun 15 · 12:00 AM

Kinky Boots (Chicago)

Tue, Jun 16 · 11:00 PM

James M. Nederlander Theatre

TheatreDate Night

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Wed, Jun 17 · 12:00 AM

Second City-Chicago: Mainstage

Kinky Boots (Chicago)

Wed, Jun 17 · 5:00 PM

James M. Nederlander Theatre

MusicDate Night

Going Bacharach: The Songs of An Icon

Wed, Jun 17 · 6:30 PM

The Second City Mainstage 114th Revue (Minors must be accompanied by an adult)

Thu, Jun 18 · 12:00 AM

Second City-Chicago: Mainstage