Nightlife in Oswego

$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

Beer Tastings, Flights, and Unfilled Growlers for Two or Four at Metal Monkey Brewing (Up to 33% Off)

Metal Monkey Brewing

Metal Monkey Brewing

Learn about beer and enjoy plenty of samples at the brewery, such as Goodall Day Blonde and Big Chimpin IPA

$21 $14

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

$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

"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 $25

Halloween Bar Crawl on October 28 or 29

Halloween Trolley Bar Crawl or Halloween Bar Crawl: Crawl-o-ween

Multiple Locations

Don creative Halloween costume, then walk to Chicago bars featuring drink specials, scavenger hunts, and prizes

$17.36 $8

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

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

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

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

"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

Tasting Experience for Two with Pint Glasses and "Crowlers" at Noon Whistle Brewing (Up to 44% Off)

Noon Whistle Brewing


Sip beers and take home 32-oz. canned crowlers at the brewery behind such beers as Cozmo, American Pale Ale and Bernie milk stout

$54 $30

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

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

$12 for $14 Toward a Craft Beer Growler Refill at Penrose Brewing Company

Penrose Brewing Company


Take home a growler of craft beer; selection rotates frequently

$14 $12

"The Wild Side: A Bad Ass Pole Show" on October 7, November 4, or December 2

The Wild Side: A Bad Ass Pole Show

Original Mothers

Chicago’s sexiest pole dancers dazzle with high-fyling acrobatics and titillating dance moves

$30 $20

GreenRoom Productions' Unscripted Improv Show for Two through November 26

GreenRoom Improv

Multiple Locations

Family-friendly band of comedians tickles ribs in a 90-minute improv show with sketches, games, and skits based off audience stories

$24 $12

Standup for Two and Tickets to a Future Show at Riddles Comedy Club Through April 20

Riddles Comedy Club

Riddles Comedy Club

Weekend sets from nationally touring comedians such as Robert Hines and Bob Jay

$75 $19

$20 for $30 Worth of Tropical Appetizers and Tiki-Bar Drinks at Hala Kahiki

Hala Kahiki

River Grove

Tropical cocktails named for Pelé and coral reefs poured in Polynesian-themed bar opened in 1963

$30 $20

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

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

2nd Annual Haunted Halloween Ball - Saturday October 29, 2016 / 8:00pm

Navy Pier Grand Ballroom

Amazing Chicago's Funhouse Maze at Navy Pier

$20 $13.75

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

Haunted Hotel Bash at Hard Rock Hotel - Saturday October 29, 2016 / 10:00pm-3:00am (Plus Pre- and After-Parties)

Hard Rock Hotel

Chicago, IL

$50 $17.50

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

"A Christmas Carol"

Metropolis Performing Arts Centre

Arlington Heights

$30 $19.75

"The Rocky Horror Show"

Cutting Hall


$20 $13.75

"A Christmas Carol" (November 29–December 14)

"A Christmas Carol"

Pabst Theater

The Milwaukee Rep celebrates a holiday tradition for the 39th year running by bringing Charles Dickens’s classic morality tale to life

$35 $20


Adventure Stage Chicago

Noble Square

$17 $11.50

"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

Select Local Merchants

  • Firehouse Pizza & Pub
    Swing by Firehouse Pizza and Pub and enjoy a quick slice of pizza. Ready for a drink to unwind? At this pizzeria, you can pair your meal with something from their full bar. This pizzeria is more than willing to accommodate families, so kids are welcome to tag along. Firehouse Pizza and Pub features some of the most affordable happy hour deals in town. For some fresh air during the non-winter months, dine outside on Firehouse Pizza and Pub's patio. Can't find your khakis? No problem! Throw on a pair of your most comfortable jeans and you'll blend right in at Firehouse Pizza and Pub. Enjoy this pizzeria's cooking from your own home with their carryout and delivery options. For patrons' convenience, nearby parking is readily available. Firehouse Pizza and Pub is a prime location for cyclists to park their bikes and enjoy a bite to eat. A visit to Firehouse Pizza and Pub will set you back less than $30 per person, so you can make it a regular part of your schedule. Firehouse Pizza and Pub serves up great pieces of pizza in an even better atmosphere for entertaining you and your gang. So stop fantasizing about ordering pizza and call the team at Firehouse Pizza and Pub to make that amazing pie a reality.
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    Oswego, IL US
  • Tap House Grill
    For a blend of old world charm and cutting edge cooking, the gourmet pub fare at Oswego's Tap House Grille won't disappoint. Healthy food is in, as it should be, so come here for a tasty, low-fat and gluten-free bite. Take a peek at the drink menu here, and make sure to sample something off the list. This restaurant is more than willing to accommodate families, so kids are welcome to tag along. Weather permitting, come enjoy a wonderful meal outside at Tap House Grille. Planning a special night? Call ahead to reserve a table. Keep it casual at Tap House Grille, and save that little black dress for a different occasion. For those in a rush, the restaurant lets you take your food to go. Catering is also available if you'd like to serve Tap House Grille's tasty dishes at your next party. Score free parking at the lot adjacent to Tap House Grille. Bicyclists will also find lots of space to safely lock up their bikes. Prices are reasonable, with a typical meal running under $30. So for upscale fare, refreshing beer, and a casual environment, swing by Tap House Grille.
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    Oswego, IL US
  • Garcia's Grill & Cantina
    Find your (new) favorite taproom — Garcia's Grill and Cantina is a fantastic spot to share a round with friends. The bar is stocked with TVs, so you can watch the next big game. Get online gratis thanks to Garcia's Grill and Cantina's complimentary wifi. If sitting still is not your style, feel free to take the dance floor and hop to the beat of the bar's live DJ. Prepare to face the crowds at Garcia's Grill and Cantina during the week — weekends tend to be slower. Garcia's Grill and Cantina's patrons can find places to park in the area. Prices at Garcia's Grill and Cantina are moderate — most diners plunk down about $30 per meal.
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    Oswego, IL US
  • Riley Flynn's Sports Pub
    Craving finger food? Head to Oswego's Riley Flynn's Sports Pub and chow down on classic pub fare. At Riley Flynn's Sports Pub, your large or small group can be seated quickly and comfortably. Score! Riley Flynn's Sports Pub provides free parking to all diners in the lot next door. Cheap meals don't have to lack flavor as shown by the innovative dishes coming out of Riley Flynn's Sports Pub's kitchen. When pub fare is calling your name, head on over to Riley Flynn's Sports Pub and snack on all of your favorite eats.
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    Oswego, IL US
  • Kendall 10 Theater
    Oswego's Kendall 10 Theater is a great place to check out a new movie release and munch on your favorite snacks, such as butter-coated popcorn. With a sizzling plate of terrific food, this theater boasts among the best eats this side of the city. With its kid-friendly vibe, this theater is a great spot for families. Breathe fresh air as you take advantage of the open-air screenings of your favorite movies at Kendall 10 Theater. Don't spend time searching for parking — visitors are welcome to use the adjoining lot.
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    Aurora, IL US
  • Arena Bar & Grill
    If you're in the mood for comfort food, enjoy a cheeseburger with a mound of golden fries at burger house Arena Bar and Grill in Oswego's Oswego region. Arena Bar and Grill has easy parking nearby for diners who wish to drive. For a decently-priced meal that s not too fancy, Arena Bar and Grill hits the nail on the head. So head on over to Arena Bar and Grill and pick up a delicious burger today. So stop by Arena Bar and Grill today and indulge in one of the many highly-rated burger options.
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    Oswego, IL US