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Arts, Theater & Shows in and near Des Plaines, IL

Dinner & Entertainment

Burlesque & Cabaret Shows

20+ deals

Sweetest Day Comedy Jam

Sweetest Day Comedy Jam

Sweetest Day Comedy Jam

Near South Side, Chicago

$86.27$63.28 /tk-27%

Drunk Dracula Chicago - Up to 51% Off

Drunk Dracula Chicago 2025

Drunk Dracula Chicago - Up to 51% Off

182 North Wabash Avenue, Chicago

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%

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

$117.85$100.05-15%

Standup Comedy Show at Laugh Factory Chicago (Valid Through December 31)

Laugh Factory Chicago 2025

Standup Comedy Show at Laugh Factory Chicago (Valid Through December 31)

Lake View East, Chicago

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

Live Action Drunk Shakespeare Performances in Chicago!

Live Action Drunk Shakespeare Performances in Chicago!

Live Action Drunk Shakespeare Performances in Chicago!

Drunk Shakespeare

Live Action Drunk Shakespeare Performances in Chicago!

Chicago Loop, 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%

Dine and Cruise! $100 Brunch, Lunch or Dinner Cruise Voucher for 2025

Dine and Cruise! $100 Brunch, Lunch or Dinner Cruise Voucher for 2025

Dine and Cruise! $100 Brunch, Lunch or Dinner Cruise Voucher for 2025

City Cruises Chicago

Dine and Cruise! $100 Brunch, Lunch or Dinner Cruise Voucher for 2025

Streeterville, Chicago

Up to 26% Off Stand Up and Laugh Comedy Show

Stand Up and Laugh

Up to 26% Off Stand Up and Laugh Comedy Show

2222 Enterprise Drive, Westchester

$45$33.30 /tk-26%

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

Bucktown, Chicago

$25.20-28%Limited time

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

The Comedy Bar – Up to 54% Off Standup Comedy

The Comedy Bar – Up to 54% Off Standup Comedy

The Comedy Bar – Up to 54% Off Standup Comedy

The Comedy Bar – Up to 54% Off Standup Comedy

Streeterville, Chicago

$27-51%Limited time

$30 For 2 General Admission Tickets for Regular/Standard Shows Reg....

Zanies Comedy Club

$30 For 2 General Admission Tickets for Regular/Standard Shows Reg....

5437 Park Place, Rosemont

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

$45-40%Limited time

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%

Up to 40% Off on Show - Live Music - Dinner Included at HOT SAUCE POETRY ( Late Show @ 10pm)

Up to 40% Off on Show - Live Music - Dinner Included at HOT SAUCE POETRY ( Late Show @ 10pm)

Up to 40% Off on Show - Live Music - Dinner Included at HOT SAUCE POETRY ( Late Show @ 10pm)

Hot Sauce Poetry

Up to 40% Off on Show - Live Music - Dinner Included at HOT SAUCE POETRY ( Late Show @ 10pm)

Bronzeville, Chicago

The Comedy Bar - Up to 50% Off

The Comedy Bar - Main Stage

The Comedy Bar - Up to 50% Off

Streeterville, Chicago

$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

$36-28%Limited time

Wheel of Fortune LIVE! - Up to 28% Off

The Venue at Hammond Horseshoe Casino

Wheel of Fortune LIVE! - Up to 28% Off

777 Casino Center Drive, Hammond

$50.30$36.05 /tk-28%

What others are saying

Lisa

22, Sep

Washington DC Signature Lunch Cruise

I enjoyed my first cruise tremendously. The entertainment, food, service, staff, and cruise on the Potomac was exceptional.

City Cruises Chicago Premier Dining Cruises

Lisa

22, Sep

Washington DC Signature Lunch Cruise

I enjoyed my first cruise tremendously. The entertainment, food, service, staff, and cruise on the Potomac was exceptional.

City Cruises Chicago Premier Dining Cruises

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