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Arts, Theater & Shows in and near Chicago, IL

Dinner & Entertainment

Burlesque & Cabaret Shows

20+ deals

Twas the Night Before - Up to 37% Off

Twas the Night Before - Up to 37% Off

Twas the Night Before - Up to 37% Off

'Twas the Night Before... by Cirque du Soleil at Chicago Theatre 2025

Twas the Night Before - Up to 37% Off

Chicago Loop, Chicago

$81.40$51 /tk-37%

Drunk Dracula Chicago - Up to 51% Off

Drunk Dracula Chicago 2025

Drunk Dracula Chicago - Up to 51% Off

182 North Wabash Avenue, Chicago

Carden Circus - Up to 57% off

Carden Circus - Up to 57% off

Carden Circus - Up to 57% off

Carden Circus Hammond 2025

Carden Circus - Up to 57% off

5825 Sohl Ave., Hammond

$23.47$9.99 /tk-57%

Chicago Premier Plus Lunch, Brunch or Dinner Cruises

Chicago Premier Plus Lunch, Brunch or Dinner Cruises

Chicago Premier Plus Lunch, Brunch or Dinner Cruises

City Cruises Chicago - Premier River Dining

Chicago Premier Plus Lunch, Brunch or Dinner Cruises

455 North Cityfront Plaza Drive, Chicago

$170.85$145.05-15%

Nutcracker! Magical Christmas Ballet

Nutcracker! Magical Christmas Ballet

Nutcracker! Magical Christmas Ballet

NUTCRACKER! Magical Christmas Ballet

Nutcracker! Magical Christmas Ballet

5400 N River Rd., Rosemont

$76.54$40 /tk-48%

Riddles Comedy Club – Up to 50% Off Standup Shows

Riddles Comedy Club

Riddles Comedy Club – Up to 50% Off Standup Shows

5055 West 111th Street, Alsip

Standup Comedy Show at Laugh Factory - Up to 55% Off

Laugh Factory Chicago 2025

Standup Comedy Show at Laugh Factory - Up to 55% Off

Lake View East, Chicago

City Cruises Chicago Premier Dining Cruises

City Cruises Chicago Premier Dining Cruises

City Cruises Chicago Premier Dining Cruises

City Cruises Chicago - Premier Lake Dining

City Cruises Chicago Premier Dining Cruises

600 East Grand Avenue, Chicago

$170.80$145-15%

Hunk-O-Mania Male Revue – Sexy Dancers & Girls’ Night Out Fun

Hunk-O-Mania Male Revue – Sexy Dancers & Girls’ Night Out Fun

Hunk-O-Mania Male Revue Show(47 Locations)

Hunk-O-Mania Male Revue – Sexy Dancers & Girls’ Night Out Fun

Rush & Division, Chicago

Piff the Magic Dragon: The Clone Tours - Up to 20% Off

Piff the Magic Dragon: The Clone Tours at Horseshoe Hammond 2025

Piff the Magic Dragon: The Clone Tours - Up to 20% Off

777 Casino Center Drive, Hammond

$45.15$36 /tk-20%

Champions Of Magic: Holiday Spectacular

Champions of Magic: Holiday Spectacular

Champions Of Magic: Holiday Spectacular

777 Casino Center Drive, Hammond

Make this festive season unforgettable with an Experiences Groupon Gift Card!

The Comedy Bar – Up to 48% Off Standup Comedy

The Comedy Bar – Up to 48% Off Standup Comedy

The Comedy Bar – Up to 48% Off Standup Comedy

The Comedy Bar – Up to 48% Off Standup Comedy

Streeterville, Chicago

Margarita Tower Ultimate Nachos Party Favors Photos with Performers

Margarita Tower Ultimate Nachos Party Favors Photos with Performers

Margarita Tower Ultimate Nachos Party Favors Photos with Performers

Margarita Tower Ultimate Nachos Party Favors Photos with Performers

52 Brink Street, Crystal Lake

Magic Hunks: LIVE in Woodstock on November 9 at 8 p.m.

Magic Hunks: LIVE in Woodstock on November 9 at 8 p.m.

Gold Productions Inc

Magic Hunks: LIVE in Woodstock on November 9 at 8 p.m.

240 North Throop Street, Woodstock

$23$16.10 /tk-30%

TWIHARD!- Up to 41% Off

Twihard! A Twilight Musical Parody at Apollo Theater Chicago 2025

TWIHARD!- Up to 41% Off

2550 N Lincoln Ave., Chicago

$65.90$39 /tk-41%

$50 or $100 Gift Cards for Comedy Shows & Drinks Fun

$50 or $100 Gift Cards for Comedy Shows & Drinks Fun

$50 or $100 Gift Cards for Comedy Shows & Drinks Fun

Babs Comedy Club

$50 or $100 Gift Cards for Comedy Shows & Drinks Fun

7316 Madison Street, Forest Park

General Admission to The Comedy Bar - Late Nite Mic with Vik Pandya

General Admission to The Comedy Bar - Late Nite Mic with Vik Pandya

General Admission to The Comedy Bar - Late Nite Mic with Vik Pandya

The Comedy Bar - Main Stage

General Admission to The Comedy Bar - Late Nite Mic with Vik Pandya

Streeterville, Chicago

Festival with Cultural Performences and After Party for One or Two

Imagen Marketing Consultants

Festival with Cultural Performences and After Party for One or Two

Chicago Loop, Chicago

Gabby's Dollhouse Live! - Up to 59% Off

Gabby's Dollhouse Live! Presented by Walmart

Gabby's Dollhouse Live! - Up to 59% Off

201 SW Jefferson Street, Peoria

$41.85$17 /tk-59%

What others are saying

Crystal

29, Oct

Signature Brunch Cruise

Nice experience with great food and music. The only thing I would have changed is I would have went to the latest one to see the sunset on the cruise

Chicago Premier Plus Lunch, Brunch or Dinner Cruises

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