Nightlife in Highland Park

$39 for Date Night with Two Movie Tickets and $100 eGift Card ($124 Value*)

Ultimate Date Night Package

Online Deal

Create your own ultimate date with movie tickets and a $100 eGift Card for dinner

$124 $39

25% Cash Back at Duffy's Tavern and Grille

Duffy's Tavern and Grille

North Side

Claim this deal and get 25% cash back rewards when you pay with your linked Visa card at Duffy’s Tavern and Grille

$0 $0

The Dancing Horses from September 1 through October 30

The Dancing Horses

The Dancing Horses Theatre

Equestrians & various horse breeds do a Vegas-style performance, followed by an exotic bird show featuring Echo from America’s Got Talent

$37.50 $18

Improv-Comedy Show with Popcorn (Through January 28)

Laugh Out Loud Theater Schaumburg

Laugh Out Loud

Improvisers perform shows with spontaneous scenes, games, and songs

$22 $11

"A Christmas Carol"

Metropolis Performing Arts Centre

Arlington Heights

$30 $19.75

Movie Theater Ticket Subscription Plans from MoviePass (Up to 37% Off). Four Options Available.


Online Deal

Smartphone app lets users reserve movie theater tickets at major theaters nationwide, saving them time and money

$17.99 $12.99

"The Rocky Horror Show"

Cutting Hall


$20 $13.75

"Thrones! The Musical Parody": A Parody of "Game of Thrones" (October 12-October 30)

"Thrones! A Musical Parody"

Apollo Theater

This send up of the HBO phenomenon puts a humorous, musical spin on the world of Westeros, including spoilers all the way through Season 6

$59.75 $18

Groupon Exclusive: Girls Night Out The Show with Meet and Greet on (November 15 or November 17)

Girls Night Out The Show

Multiple Locations

Muscle-bound hunks unleash ripped abs and sexy dance moves in a tantalizing evening of girls’ night out fun; meet and greet included

$45 $30

$5 for a Movie Ticket at Studio Movie Grill ($10.75 Value)

Studio Movie Grill


A wide selection of new releases and cult classics is projected on towering screens as viewers watch from leather recliners and tables

$10.75 $5

The Second City Presents Urban Twist for Two (October 14–December 16)

Second City Diversity and Inclusion presents: "Urban Twist", a hip sketch comedy revue featuring Bob Curry Fellows

The Blackout Cabaret - 2nd Floor Pipers Alley

The famed Chicago institution presents a night of political satire and sketch comedy written and performed by a diverse cast

$32 $16

Murder-Mystery Dinner for One or Two at The Murder Mystery Co. (Up to 50% Off)

The Murder Mystery Co.


Interactive murder mystery dinner starring professional actors testing guests’ sleuthing skills throughout a three course meal

$60 $29.99

"Hip Hop Nutcracker" on Friday, December 9, at 7:30 p.m.

Hip Hop Nutcracker

Rosemont Theatre

A dozen dancers pair with a DJ and electric violinist to put an explosive hip-hop spin on this holiday classic

$42.55 $25

Toby Love and Judy Santos on October 27 at 8:30 p.m.

Toby Love

Rio Chicago

Bachata superstar Toby Love reconnects with his former Aventura collaborator Judy Santos, along local producer DJ Extreme, for Bachataween

$26.62 $19

Two, Four, Six, or Nine Tickets to XD Adventures 9D Virtual Reality Interactive Cinema Ride (Up to 43% Off)

XD Adventures 9D Virtual Reality Interactive Movie Ride

XD Adventures 9D Virtual Reality Interactive Cinema Ride

Prepare for revolutionary and next-generation nine-dimensional cinema rides that offer a remarkably intense and extreme experience

$48 $32

Standup or Improv Comedy Show at The Comedy Shrine Theater through January 28

The Comedy Shrine

The Comedy Shrine Theater

Comics and resident improvisers fill standup showcases and a flagship show of short-form improv a la Whose Line Is It Anyway?

$20 $10

"MJ Live: A Michael Jackson Tribute Concert" and Boy Band Review on Saturday, January 21, at 7:30 p.m.

MJ Live

Rosemont Theatre

The tribute dance show matches the energy and excitement of the biggest hits with a sing-along stage spectacle that’s just as huge

$36.15 $21.50

General, VIP, or VIP Admission with a Drink to Laugh Factory Chicago Weekend or Tuesday-Night Comedy Shows

Laugh Factory

Laugh Factory

Legendary standup-comedy venue hosts some of the best local and touring comedians around during weekend and Tuesday night comedy shows

$10 $7

America's Baking and Sweets Show on Friday, November 11, at 10 a.m.

America's Baking and Sweets Show

Schaumburg Convention Center

My Cupcake Addiction mastermind Elise Strachan headlines a weekend of sweets, classes, and demos

$26 $15

20% Cash Back at Red Star Cocktail Lounge

Red Star Cocktail Lounge


Claim this deal and get 20% cash back rewards when you pay with your linked Visa card at Red Star Cocktail Lounge

$0 $0

Laugh Out Loud Chicago Improv-Comedy Show Through January 28

Laugh Out Loud Chicago

Laugh Out Loud

Improvisers perform both family-friendly and adults-only shows with spontaneous scenes, games, and songs

$20 $10

A Nightmare on Hubbard Street-The 5th Annual River North Halloween Costume Bar Crawl on Saturday, October 29, at 12 pm

A Nightmare on Hubbard Street – The 5th Annual River North Halloween Costume Bar Crawl

Bar Louie

Annual Halloween-themed bar crawl weaves through River North, with drink specials, live DJs, and a costume contest along the way

$27.95 $15

Sugar Brown Burlesque: The Diaries of a Submissive on October 29 or 30 at 8 p.m.

"Sugar Brown Burlesque: The Diaries of a Submissive"

Humility Gallery

Sugar Brown explores her newly submissive side through lusty yet elegant choreography and poetry

$43.19 $20

25% Cash Back at Weather Mark Tavern

Weather Mark Tavern


Get 25% cash back on your first purchase and 20% cash back on all additional purchases

$0 $0

20% Cash Back at Graffiti Chicago

Graffiti Chicago

Near North Side

Claim this deal and get 20% cash back rewards when you pay with your linked Visa card at Graffiti Chicago

$0 $0

"The Christmas Schooner"

Mercury Theater


$45 $24.25

Movie with Popcorn and Drinks for One, Two, or Four at Village of Bensenville (Up to 50% Off)

Village of Bensenville


Guests grab buckets of popcorn and large sodas before heading into intimate twin theaters to view recent releases

$22 $12

$19 for a Blues Concert for Two at Kingston Mines ($30 Value)

Kingston Mines

Lincoln Park

Legendary blues club stages performances by equally legendary blues musicians seven nights a week

$30 $19

LUSH: An Interactive Female Burlesque Show and Drinking Game (October 14, November 11, or December 9)

LUSH – An Interactive Female Burlesque Show & Drinking Game

Original Mothers

Part burlesque, part drinking game, these Friday-night shows feature talented performers and plenty of audience interaction

$30 $20

"HUNKS" The Show Male Revue at Feeling Lucky Lounge on October 27 at 8 p.m.

"Hunks The Show"

Feeling Lucky Lounge

The HUNKS production is an electrifying, high-energy performance showcasing some of the sexiest men alive as they sing, dance, and strip

$24.64 $12

Select Local Merchants

  • Teddy O' Brian's
    At first glance, Teddy O'Brian's comes off as a pretty unassuming watering hole. But just a bit of investigation proves that it's the kind of place that has something for everyone. The tavern's been there since the 1950s, so it attracts the neighborhood old-timers, but flat-screen TVs and corn-hole boards satisfy younger crowds. No-fuss drinkers can order bottles of Budweiser and PBR, while craft-beer fans will revel in a rotating drink list that has included Deschutes Chainbreaker White and Northcoast PranQster. No matter what kind of suds you're sipping, you can soak up the libations with a menu of pub food that's available all hours. And they don't skimp on entertainment either. There's open-mic nights on Wednesdays and a karaoke machine on Thursdays, much to the relief of those who can never remember the words to Beethoven's Fifth Symphony.
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    Highwood, IL US
  • Cellar Gate
    Oenophiles rejoice! Cellar Gate offers an amazing wine list and great ambience for sipping the night away. A fine selection of domestic and imported wines is also available. At Cellar Gate, there's no need to confine your meal to a traditional dining room — outdoor seating is available when the weather is warm. Enjoy live music with your food and drinks at Cellar Gate as well. During the restaurant's weekend rush, waiting in line is the name of the game (so avoid Friday and Saturday nights if you're looking for something quick). For quick and easy parking near Cellar Gate, park on the street. Cellar Gate provides ample space for bikers to store their bikes. Cellar Gate is serving up five-star food at a reasonable price. When you need to wind down after a long day at work, come to Cellar Gate and enjoy a glass of wine or two. Rediscover your favorite American meals at Cellar Gate.
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    Highwood, IL US
  • Talk Cinema - Chicago
    After nearly two decades obsessing over cinema as a film critic for Variety and editor-in-chief of Film Comment, Harlan Jacobson founded Talk Cinema—a series of early film screenings hosted at multiple theaters around the country. Each year, Harlan handpicks independent and foreign films from the world's leading festivals, often resulting in some of the first public screenings of award-winning prestige pictures. After each screening, he hosts experts such as scholars, filmmakers, and critics from the New York Times and the Chicago Tribune during discussions modeled after those held at festivals and particularly cultured kids' treehouses. Talk Cinema also occasionally hosts guided tours of festivals in international cities such as Reykjavik, Havana, Palm Springs and Locarno.
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    Highland Park, IL US
  • Silver Dollar Tavern
    Craving finger food? Head to Silver Dollar Tavern and chow down on classic pub fare. There are plenty of TVs in the bar to go around as well, so diners don't have to worry about missing out on anything. Silver Dollar Tavern is a local restaurant that accommodates both large and small groups. The bar has ample room for dancing, and patrons can be seen jamming out on the floor. Not a popular place for dress-up dining, most Silver Dollar Tavern patrons come in casual attire. Whether you are looking for street or lot parking, Silver Dollar Tavern is close to both. Silver Dollar Tavern makes bikers feel at ease with the multiple storage racks outside. Isn't it time to go to a pub that doesn't take their food lightly? Silver Dollar Tavern makes tasty bites that maximize the meaning of indulgence.
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    Highwood, IL US
  • The Toadstool Pub
    Snack on tasty pub fare at The Toadstool Pub, a local favorite. Catch the sports highlights on one of the TVs at The Toadstool Pub. Patio tables and chairs are ready for The Toadstool Pub diners who prefer their meals al fresco. Those hoping to avoid the weekend rush will do best visiting the bar during the week. Jeans are just right for a meal at The Toadstool Pub, which embraces a casual vibe. Drivers will embrace the number of street and lot parking choices close to The Toadstool Pub. Bicyclists will also find lots of space to safely lock up their bikes. Isn't it time to go to a pub that doesn't take their food lightly? The Toadstool Pub makes tasty bites that maximize the meaning of indulgence. For British pub food in Highwood, there's nothing better than The Toadstool Pub.
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    Highwood, IL US
  • Irina Makkai Classical Ballet School
    Highland Park is happy to boast the theatrical stylings of Irina Makkai Classical Ballet School. The doors are open for you at this theater with their people friendly restaurant and great, home-cooked food. Having trouble finding that family-friendly activity everyone will love? This theater is made for all ages, so little ones are welcome to come along, too. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    Highland Park, IL US