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Things to Do in Chicago This Weekend: Aug 21–23 | NTL

Events · Chicago · This weekend

Things to Do in Chicago This Weekend: Aug 21–23

Illinois, United States

40 plans this weekend in Chicago, with real dates, venues and tickets. Updated hourly on NTL.

All Today TomorrowThis weekendThis week Free

Vape! The Grease Parody

Aug 22 – Sep 10 · 4 dates

Vape! The Grease Parody

Apollo Theater

Tickets on Ticketmaster

Best Deal - Chicago - Summer Whiskey Tasting Festival - August 22 RA

Today · 1:30 PM

Best Deal - Chicago - Summer Whiskey Tasting Festival - August 22 RA

TBA - Kings Dining & Entertainment, 1500 N Clybourn Ave Ste C102, Chicago, IL 60610

Tickets on Resident Advisor

Al Jardine & The Pet Sounds Band: Performing The Music Of Brian Wilson & The Beach Boys

Today · 2:00 PM

Al Jardine & The Pet Sounds Band: Performing The Music Of Brian Wilson & The Beach Boys

Des Plaines Theatre

Tickets at do312.com

A House Music is Love Day Party. Mike Dunn Extended DJ Set, Diz. Free

Today · 3:00 PM

A House Music is Love Day Party. Mike Dunn Extended DJ Set, Diz. Free

Le Nocturne

Tickets on Resident Advisor

A House Music is Love Day Party. Mike Dunn Extended DJ Set, Diz.

Today · 3:00 PM

A House Music is Love Day Party. Mike Dunn Extended DJ Set, Diz.

Le Nocturne Chicago

Tickets at do312.com

Raymond Watts (PÎG) in Conversation w/ Martin Atkins

Today · 5:00 PM

Raymond Watts (PÎG) in Conversation w/ Martin Atkins

The Museum of Post Punk & Industrial Music

Tickets at do312.com

Otherwise | Janus | Beyond Legacy | Now Its Dark | Choice

Today · 5:00 PM

Otherwise | Janus | Beyond Legacy | Now Its Dark | Choice

The WC Social Club

Tickets at do312.com

Frontega / Killmoves / Hang Your Hate / The Forty-Twos

Today · 5:00 PM

Frontega / Killmoves / Hang Your Hate / The Forty-Twos

Cobra Lounge

Tickets at do312.com

Chicago White Sox vs. New York Mets

Aug 22 – Aug 23 · 2 dates

Chicago White Sox vs. New York Mets

Rate Field

Tickets on Ticketmaster

The Return Of The Carnival Of Sins: Mötley Crüe

Today · 5:30 PM

The Return Of The Carnival Of Sins: Mötley Crüe

Credit Union 1 Amphitheatre

Tickets at do312.com

Galantis with TELYKAST

Today · 6:30 PM

Galantis with TELYKAST

The Salt Shed Outdoors (Fairgrounds)

Tickets on Ticketmaster

The Second City's: Pandemonium, Please Hold

Aug 22 – Sep 5 · 5 dates

The Second City's: Pandemonium, Please Hold

Second City-Chicago: Mainstage

Tickets on Ticketmaster

Chicago Architecture Center River Cruise Aboard First Lady

Aug 23 – Sep 8 · 17 dates

Chicago Architecture Center River Cruise Aboard First Lady

Chicago Architecture Center - First Lady

Tickets on Ticketmaster

Kicked By A Hand + Sell The Rest + Toney Honk + Universal Publick Fiend

Today · 6:00 PM

Kicked By A Hand + Sell The Rest + Toney Honk + Universal Publick Fiend

BOOKCLUB

Tickets at do312.com

Fretboard Summit 2026 - 3-day All Access

Today · 6:00 PM

Fretboard Summit 2026 - 3-day All Access

Old Town School of Folk Music

Tickets at do312.com

Balloon Museum | EmotionAir - Art You Can Feel - Chicago

Aug 22 – Aug 30 · 8 dates

Balloon Museum | EmotionAir - Art You Can Feel - Chicago

The Fields Studios

Tickets on Universe

Sgt. Kessler’S Lonely Hearts Club Band: a Celebration of 60 Years of Revolver

Today · 6:00 PM

Sgt. Kessler’S Lonely Hearts Club Band: a Celebration of 60 Years of Revolver

Gman Tavern

Tickets at do312.com

THE IMPOSSIBLES, BOY DETECTIVE, DJ CHUCK WREN (Jump Up Records)

Today · 6:00 PM

THE IMPOSSIBLES, BOY DETECTIVE, DJ CHUCK WREN (Jump Up Records)

Reggies

Tickets at do312.com

The R&B Tour - Starring Usher Raymond & Chris Brown

Today · 6:00 PM

The R&B Tour - Starring Usher Raymond & Chris Brown

Soldier Field

Tickets at do312.com

Desi Banks

Today · 7:00 PM

Desi Banks

Vic Theatre

Tickets on Ticketmaster

Duke Tumatoe and The Power Trio/Rico Mcfarland Blues Band

Today · 6:00 PM

Duke Tumatoe and The Power Trio/Rico Mcfarland Blues Band

Kingston Mines

Tickets at do312.com

BabyChiefDoit

Today · 7:30 PM

BabyChiefDoit

Ramova Theatre

Tickets on Ticketmaster

Jill Scott - To Whom This May Concern Tour

Aug 22 – Aug 23 · 2 dates

Jill Scott - To Whom This May Concern Tour

The Chicago Theatre

Tickets at do312.com

Music Theater Works: West Side Story

Today · 6:30 PM

Music Theater Works: West Side Story

North Shore Center for the Performing Arts

Tickets at do312.com

Bonnie Raitt with special guest Jon Cleary & The Absolute Monster Gentlemen

Today · 6:30 PM

Bonnie Raitt with special guest Jon Cleary & The Absolute Monster Gentlemen

Ravinia Festival

Tickets at do312.com

R&B ONLY LIVE - Chicago, IL

Today · 8:00 PM

R&B ONLY LIVE - Chicago, IL

House of Blues Chicago

Tickets on Universe

House of Burlesque

Today · 8:00 PM

House of Burlesque

Foundation Room at House of Blues Chicago

Tickets on Ticketmaster

Polo & Pan - Americas Tour 2026

Today · 8:00 PM

Polo & Pan - Americas Tour 2026

Aragon Ballroom

Tickets on Ticketmaster

ChiTown Drive-In Presents - Michael

Aug 22 – Aug 28 · 2 dates

ChiTown Drive-In Presents - Michael

ChiTown Movies

Tickets on Universe

relikx Events & Groove Motive: Ardalan, Luke Andy, & MAYYA (open air)

Today · 7:30 PM

relikx Events & Groove Motive: Ardalan, Luke Andy, & MAYYA (open air)

TBA - 1438 W. Cortland

Tickets on Resident Advisor

Crimewave: A Goth, Post Punk & Darkwave Party

Today · 8:00 PM

Crimewave: A Goth, Post Punk & Darkwave Party

Bourbon on Division

Tickets at do312.com

Nightshade Chicago's Premier Queer Goth Dance Party

Today · 8:00 PM

Nightshade Chicago's Premier Queer Goth Dance Party

Liar's Club

Tickets at do312.com

Kumbiaholics: Cumbia, Boogaloo, and Latin Beats Dance Party!

Today · 8:00 PM

Kumbiaholics: Cumbia, Boogaloo, and Latin Beats Dance Party!

Simone's

Tickets at do312.com

Bass Adventures w/ DJ Intel

Today · 8:30 PM

Bass Adventures w/ DJ Intel

Emporium Arcade Bar - Wicker Park

Tickets at do312.com

Chicago Stars FC vs. Racing Louisville FC

Today · 1:00 PM

Chicago Stars FC vs. Racing Louisville FC

Martin Stadium

Tickets on Ticketmaster

TNA Wrestling presents Lockdown PPV

Tomorrow · 4:00 PM

TNA Wrestling presents Lockdown PPV

Credit Union 1 Arena at UIC

Tickets on Ticketmaster

Speakeasy House Radio: WOLFBRAND, iamBrandon, and wOLFY

Tomorrow · 3:00 PM

Speakeasy House Radio: WOLFBRAND, iamBrandon, and wOLFY

Le Nocturne

Tickets on Resident Advisor

Chicago Sky vs. Indiana Fever

Tomorrow · 6:00 PM

Chicago Sky vs. Indiana Fever

Wintrust Arena

Tickets on Ticketmaster

ChiTown Drive-In Presents - Sinners

Aug 23 – Aug 30 · 2 dates

ChiTown Drive-In Presents - Sinners

ChiTown Movies

Tickets on Universe

ChiTown Drive-In Presents - Night of the Living Dead

Aug 23 – Aug 30 · 2 dates

ChiTown Drive-In Presents - Night of the Living Dead

ChiTown Movies

Tickets on Universe

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