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

The Hyde After Dark The Hyde Speakeasy - Chicago, IL Fri   COMP - $50 $20 - $100 ComedySportz The ComedySportz Theatre - Chicago, IL Wed   Fri   Sat   $12.50 $25

Drunk Shakespeare The Lounge at The Lion - Chicago, IL Wed   Fri   Sat   COMP - $45 $39 - $83 Music & Magic Chicago Magic Lounge - Chicago, IL Mon   $10 $20

Jazz at The Hyde The Hyde Speakeasy - Chicago, IL Fri   COMP - $10 $20 The Showcase Chicago Magic Lounge - Chicago, IL Tue   $15 $30

Pimprov CIC Theater - Chicago, IL Fri   $7.50 $15 Devil’s Daughter iO Theater - Chicago, IL Fri   $7 $14

Chicago Cupcakes & Ice Cream Tour Water Tower Place - Chicago, IL Good for Any Available Date Through February 1, 2020 $20 - $25 $50 Jane Bond: Funny But Deadly Laugh Out Loud Chicago - Chicago, IL Sat   $6 $12

Fire & Beer The Annoyance Theatre & Bar - Chicago, IL Sat   $6 $12 Winter Chicago Underground Pedway Tour With Small Bites & Wine American Walks - Daley Center - Chicago, IL Good for Any Thurs or Fri Tour Through February 1, 2020 (Reserve in Advance) $25 $50

Winter Beer, Wine & Swine Tour American Walks - Winter Beer, Bacon and Wine Walk - Chicago, IL Good for Any Wednesday or Sunday Through February 1, 2020 at 4:00pm (Reserve in Advance) $40 - $50 $100 Winter Chocolate, Cupcakes and Ice Cream Tour Water Tower Place - Chicago, IL Good for Any Saturday or Sunday at 1:00pm Through February 1, 2020 (Reserve in Advance) $25 $50

Late Nite Catechism Royal George Theatre - Chicago, IL Sat   $15.50 $31 Deck the Hallmark: A Greeting Card Channel Original UP Comedy Club - Chicago, IL Tue   Wed   $15.50 $31

Eve of the Eve Cocktail Cruise Anita Dee II Yacht at DuSable Harbor - Chicago, IL Mon   COMP - $20 $20 - $49 New Philharmonic New Year’s Eve Concert McAninch Arts Center - Glen Ellyn, IL Tue   $33.50 $67

Blue Man Group Chicago Briar Street Theatre - Chicago, IL Wed   Fri   Sat   $39.75 $84.65 Hitch*Cocktails The Annoyance Theatre & Bar - Chicago, IL Fri   $10 $20

Windy City Bulls Sears Centre Arena - Hoffman Estates, IL Wed   Fri   Sat   COMP - $16 $10 - $25 Booze Your Own Adventure Laugh Out Loud Chicago - Chicago, IL Wed   Sat   $5 $10

The Santaland Diaries Goodman Theatre - The Owen - Chicago, IL Tue   Wed   Fri   Sat   $10 - $35 $20 - $45 Comedian Michael Palascak Zanies - Rosemont - Rosemont, IL Wed   Thu   Fri   $12.50 $25

Winter’s Jazz Club Winter's Jazz Club - Chicago, IL Tue   Wed   Fri   Sat   $7.50 - $10 $15 - $20 Signature Scent Class Aroma Workshop - Chicago, IL Any Available Date Through May 31, 2020 $30 $60

It’s Christmas, Goddamnit! The Annoyance Theatre & Bar - Chicago, IL Sat   $12 $24 Dreamboat: An All LGBTQIA+ Improv Show iO Theater - Chicago, IL Fri   $8 $16

Winter Pizza & Beer Tour American Walks - Daley Center - Chicago, IL Good Any Sat or Sun at 2:00pm Through February 1, 2020 (Reserve in Advance) $34 - $42.50 $100 Improvise! Musical Comedy iO Theater - Chicago, IL Fri   $8.50 $17

Disney Junior Holiday Party! Rosemont Theatre - Rosemont, IL Fri   $30 $62.10 Comedian Samuel J. Comroe Chicago Improv of Schaumburg - Schaumburg, IL Fri   Sat   $11 $22

2019 Chicago Santa Crawl: A Holiday Themed Bar Crawl Old Crow Smokehouse on Kinzie Street - Chicago, IL Sat   $10 $20 It’s a Wonderful Life: Live in Chicago! Stage 773 - Chicago, IL Thu   Fri   Sat   $19 - $59 $29 - $69

Same Time Next Door Laugh Out Loud Chicago - Chicago, IL Wed   $5 $10 Acappellago: Escape To a Winter Wonderland! Mayslake Hall - Oak Brook, IL Sat   $8.50 $17

Monty Python’s Spamalot Mercury Theater - Chicago, IL Wed   Thu   Fri   Sat   $35 - $75 | Hot Ticket $70 - $75 The Armando Diaz Theatrical Experience Movement and Hootenany iO Theater - Chicago, IL Mon   $6 $12

Ryan and Allie’s Christmas Extravaganza: LIVE! The Annoyance Theatre & Bar - Chicago, IL $6 $12 The Legend of the Christmas King The Annoyance Theatre & Bar - Chicago, IL Tue   $8 $16

Santa’s List Laugh Out Loud Theater - Schaumburg - Schaumburg, IL Fri   Sat   $10 $20 Stay Tuned: Rock On TV Exhibit Museum of Broadcast Communications - Chicago, IL Good Any Available Date Through December 31, 2019 $7.50 $15

Lully, Lullay — A Holiday Concert St Alphonsus Church - Chicago, IL $7.50 - $10 $15 - $20 Madagascar – A Musical Adventure Marriott Theatre - Lincolnshire, IL Sat   $9 $18.23

Getting Paid to Talk: An Introduction to Voice Over Bughouse Theatre - North Center/Lakeview - Chicago, IL Tue   $20 $40 A Drag Queen Christmas Vic Theatre - Chicago, IL Mon   $23 $46

A Christmas Carol Goodman Theatre - The Albert - Chicago, IL Wed   Thu   Fri   Sat   $22.50 - $80 | Limited Availability $40 - $99 America’s Best Outcast Toy – An Oddball Holiday Reality Musical Pride Arts Center: Broadway Stage - Chicago, IL Mon   Tue   Thu   Fri   Sat   $10 - $20 $20 - $40

Late Night Booze Cruises With Included Buffet Yacht Party Chicago at Navy Pier - Chicago, IL Sat   $15 $50 The Music of Christmas — Elmhurst Choral Union & Orchestra Elmhurst College — Hammerschmidt Memorial Chapel - Elmhurst, IL $5 - $12.50 $10 - $25

Claudine the Musical Harold Washington Cultural Center - Chicago, IL Fri   $20 $40 The Second City: The Good, The Bad & The Ugly Sweater McAninch Arts Center - Glen Ellyn, IL Sat   $16 $32

The Holiday Radio Show 1944 Berger Park - Coach House - Chicago, IL Thu   Fri   Sat   $10 - $12.50 $25 The Ballad of CC Scrooge: #christmasmakeover Steel Beam Theatre - St. Charles, IL Fri   Sat   $14 $28

Comedian John Heffron Chicago Improv of Schaumburg - Schaumburg, IL Thu   Fri   Sat   $11 $22 Improv at The Annoyance: Trigger Happy The Annoyance Theatre & Bar - Chicago, IL Wed   $6 $12

Comedian Taylor Williamson Chicago Improv of Schaumburg - Schaumburg, IL Fri   Sat   $11 $22 Sunday Evening Greenhouse Theater Center - Chicago, IL Thu   Fri   Sat   $15 - $17.50 $30 - $35

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