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The Second City: After Hours UP Comedy Club - Chicago, IL Fri   Sat   $9 $18 Improv Brunch UP Comedy Club - Chicago, IL $24.50 $49

The Second City e.t.c.’s 43rd Revue: Grinning From Fear to Fear Chicago, IL Tue   Wed   Fri   $15.50 - $19 $31 - $38 The Second City’s Improv Comedy Hour UP Comedy Club - Chicago, IL Mon   $9 $18

She the People UP Comedy Club - Chicago, IL Thu   $13 $26 Second City’s Algorithm Nation or the Static Quo The Second City Mainstage Theatre - Chicago, IL Fri   Sat   $19 $38

The Showcase: New and Experimental Magic Chicago Magic Lounge - Chicago, IL Tue   $15 $30 The Second City’s Legendary Laughs UP Comedy Club - Chicago, IL Sat   $15.50 $31

Suited Comedy The Revival - Chicago, IL Fri   $7.50 $15 Chicago Donuts & Sweets Walk American Walks - Chicago Ave. - Chicago, IL Any Available Saturday at 11:00am or Sunday at 1:00pm Through September 11, 2019 (Reserve in Advance) $20 - $25 $50

Same Time Next Door Laugh Out Loud Chicago - Chicago, IL Wed   $5 $10 The Best Of Second City: Late Night Edition UP Comedy Club - Chicago, IL Thu   $9 $18

Music & Magic Chicago Magic Lounge - Chicago, IL Mon   $7.50 $15 Chicago Cupcakes & Ice Cream Tour Water Tower Place - Chicago, IL Good for Any Available Date Through October 3, 2019 $25 $50

Booze Cruises on Lake Michigan Yacht Party Chicago at DuSable Harbor - Chicago, IL Mon   Sat   $20 - $35 $50 SHE-ZAM: A Superheroine Comedy Laugh Out Loud Chicago - Chicago, IL Sat   $10 $20

Nelly & TLC Hollywood Casino Amphitheatre - Tinley Park, IL $20 - $55 $37.44 - $78.43 Selfie Schtick: A Comedy of Social Media Laugh Out Loud Theater - Schaumburg - Schaumburg, IL Fri   $10 $20

Pimprov CIC Theater - Chicago, IL Fri   $7.50 $15 2019 Chicago Craft Beer Festival West Lakeview - Wrigleyville - Chicago, IL Sat   $10 - $39 $40 - $50

Sean Masterson – Timeless Magic Chicago Magic Lounge - Chicago, IL Wed   $17.50 $35 Booze Your Own Adventure Laugh Out Loud Chicago - Chicago, IL Sat   $5 $10

Comedian Shane Torres Zanies - Rosemont - Rosemont, IL Thu   Fri   COMP - $12.50 $25 Chicago Riverwalk to Chinatown Boat Tour American Walks - Clark Street Bridge - Chicago, IL Any Saturday Through October 3, 2019 $42.50 $85

Hitch*Cocktails The Annoyance Theatre & Bar - Chicago, IL Fri   $10 $20 Slightly Stoopid Huntington Bank Pavilion at Northerly Island - Chicago, IL $25 $52.80

Back in the Day Chopin Theatre - Chicago, IL Thu   Fri   Sat   $17.50 $35 Now & Then Pride Arts Center - Chicago, IL Wed   Thu   Fri   Sat   $25 $50

Wine Fest on the Beach Shore Club - Chicago, IL Fri   $20 - $35 $50 Chicago Pizza & Beer Tour American Walks - Daley Center - Chicago, IL Good Any Sat or Sun at 2:00pm Through October 3, 2019 (Reserve in Advance) $34 - $42.50 $100

Monday Night Sunset Cocktail Cruise The Mystic Blue - Chicago, IL Mon   $8 - $12 $25 Burlesque is More The Annoyance Theatre & Bar - Chicago, IL Sat   $12 $24

Mobster & Crime Tour American Walks - Clark Street Bridge - Chicago, IL Good for Any Available Friday or Saturday Through October 3, 2019 at 7:00pm (Reserve in Advance) $10 - $12.50 $25 Tuesday Night Sunset Cocktail Cruise The Mystic Blue - Chicago, IL Tue   $12 $25

Rock the Yacht: All White Midnight Party Spirit of Chicago - Chicago, IL Fri   $17.50 $35 Comedian Pablo Rodriguez Chicago Improv of Schaumburg - Schaumburg, IL Thu   $7.50 $15

Fire & Beer The Annoyance Theatre & Bar - Chicago, IL Sat   $6 $12 City Winery Chicago Chicago, IL Mon   Tue   Wed   Fri   Sat   $9 - $27.50 $18 - $55

Beyond Therapy Athenaeum Theatre Studio Three - Chicago, IL Thu   Fri   Sat   COMP - $17.50 $35 The Hunchback of Notre Dame Cahn Auditorium - Evanston, IL Wed   Fri   Sat   $24.50 - $34.50 $49 - $69

Chicago Architecture Tour American Walks - Clark Street Bridge - Chicago, IL Any Available Saturday at 11:00am Through September 11, 2019 (Reserve in Advance) $10 - $12.50 $25 Late Nite Catechism Royal George Theatre - Chicago, IL Sat   $15.50 $31

Chicago Underground Pedway Tour With Food, Chocolate & Wine American Walks - Daley Center - Chicago, IL Good for Any Thur. or Fri. Tour Through October 3, 2019 (Reserve in Advance) $20 - $25 $50 The Best of The Second City UP Comedy Club - Chicago, IL Tue   Wed   $13 $26

Chicago Sculpture & Art Tour American Walks - Chicago Cultural Center - Chicago, IL Any Sat Tour at 4:00pm Through October 3, 2019 $10 - $12.50 $25 Winter’s Jazz Club Winter's Jazz Club - Chicago, IL Wed   Thu   Fri   Sat   $7.50 - $12.50 $15 - $25

Steamworks: The Musical The Annoyance Theatre & Bar - Chicago, IL Fri   $12 $24 Comedian Mike E. Winfield Zanies - Rosemont - Rosemont, IL Thu   Fri   $12.50 $25

MC Hammer’s House Party Hollywood Casino Amphitheatre - Tinley Park, IL Thu   $20 - $60 $41.43 - $98.59 Comic Alonzo Bodden Chicago Improv of Schaumburg - Schaumburg, IL Fri   Sat   $11 $22

Comedian Chris Hardwick Chicago Improv of Schaumburg - Schaumburg, IL Fri   Sat   $16.50 $33 Emma Lifeline Theatre - Chicago, IL Thu   Fri   Sat   COMP - $20 $40

Dave Rudolf: The Music of Paul Simon and Cat Stevens Skokie Theatre - Skokie, IL Fri   $12.50 $25 The Spitfire Grill Stage 773 - Chicago, IL Thu   Fri   Sat   $15 - $29 $29 - $39

Magic Mike XXL The Forge - Joliet, IL Wed   Thu   $12.50 - $25 $25 - $50 Signature Scent Class Aroma Workshop - Chicago, IL Any Available Date Through December 27, 2019 $30 $60

I Wanna Believe! An X-Files Parody Musical The Annoyance Theatre & Bar - Chicago, IL Thu   $9 $18 The Hanleys The Annoyance Theatre & Bar - Chicago, IL $6 $12

Henry V Mayslake Peabody Estate - Oak Brook, IL Wed   Thu   Fri   $17 - $22 $34 - $44 Late Night Booze Cruises With Included Buffet Yacht Party Chicago at Navy Pier - Chicago, IL Fri   Sat   $20 - $35 $50

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