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      52% Off Murder-Mystery Dinner Show

      The Murder Mystery Company

      Multiple Locations

      Interactive dinnertime murder mystery that stars professional actors tests diners’ sleuthing skills throughout a multicourse meal

      $60 $29

      46% Off Helicopter Tour of Chicago

      Sun Aero Helicopters Inc.


      Helicopter pilots fly passengers along the Chicago skyline and past landmarks such as Millennium Park, U.S. Cellular Field, and Navy Pier

      $332 $198

      Up to 57% Off French Prestige Cooking Class at Cook Au Vin

      Cook Au Vin

      Lincoln Park

      During hands-on classes, participants create a multi-course meal of French cuisine with ingredients such as truffles and lobster

      $150 $69

      Up to 46% Off BYOB Painting Class for One or Two at VIP Paints

      VIP Paints


      Lighthearted class teaches students to complete a painting step by step, with all materials included

      $45 $25

      Up to 53% Off Wine Tasting

      Downers Grove Wine Shop

      Downers Grove

      Samples of six wines accompany light appetizers during tasting sessions for two, four, or six

      $20 $10

      Half Off Dessert for Two at The Solstice

      The Solstice Bar


      Gelato paired with martinis in 20 dessert flavors such as crème brûlée, peanut butter cup, key lime pie, and Asian mint hibiscus

      $26 $13

      Up to 64% Off a Wine Tasting at Beviamo


      West Town

      Two reds, two whites, and one bubbly from across the world recommended by a wine specialist; complimentary eats

      $50 $19

      Up to 56% Off at AMF Bowling Co.

      AMF Bowling Co.

      Multiple Locations

      Bowling at over 250 locations across the country hosts groups of two, four, or six for two hours of bowling

      $32 $17

      48% Off River Tour and Fireworks Cruise

      Island Party Boat


      Take in fireworks and the Chicago skyline on an island-themed 50-foot boat equipped with a sundeck, lounge, and premium sound system

      $75 $39

      Half Off Beer Flights and Bar Snacks at Paramount Room

      Paramount Room

      Central Chicago

      Rotating list of craft beers and Belgian ales pairs with gourmet nosh like tempura green beans or pork belly sticks with maple mustard sauce

      $32 $16

      Tall Ship Red Witch – Up to 51% Off Sailing Trip

      Tall Ship Red Witch, LLC

      Central Chicago

      Passengers relax on Chicago's only wooden tall ship while viewing the skyline or delighting in exploding fireworks

      $70 $35

      Up to 50% Off Fine Wine

      Glunz Family Winery & Cellars


      Variety of wine made in small batches, including table wine, seasonal wine, and fortified wine

      $20 $11

      Up to 56% Off BYOB Painting Class

      Just Your Art


      Two-hour art classes let beginners try their hand at painting on canvas while sipping on wine or beer brought from home

      $50 $25

      Up to 55% Off at Olive Black Martini Lounge

      Olive Black Martini Lounge


      Martini lounge exudes 1940s elegance with a large selection of classic cocktails, a tapas menu, and live jazz music amid plush sofas

      $56 $25

      Up to 66% Off Martini and Vodka Tasting at Mid Oak Distillery

      Mid Oak Distillery


      Guests enjoy mini martinis and light appetizers such as a cheese platter at Mid Oak Distillery

      $56 $28

      Up to 63% Off BYOB Painting Class

      Learning Bar

      Multiple Locations

      Instructors provide all painting materials, including 16"x20" canvas, while guests just bring drinks, snacks, and openness to learn

      $60 $25

      Up to 57% Off Social Game Experience

      Waxwing Puzzle Co.

      Logan Square

      Players take part in a role-playing event that is set in the prohibition era and pulls from mob folklore

      $40 $20

      Up to 53% Off BYOB Painting Class at LK Art Gallery

      LK Art Gallery


      Painters create their own original works with acrylics on canvas with the help of an instructor

      $80 $39

      "Girls Night: The Musical" – Up to 50% Off

      "Girls Night: The Musical"

      The Apartment at Lion Head Pub

      Girls Night: The Musical follows five women sharing life stories during a night of karaoke filled with bawdy laughs and classic songs

      $66 $33

      Up to 50% Off Coffee Bar at 4th Fridays

      The Starline Gallery


      Open-house event exhibits the works of regional artists while attendees sip beer, wine, mixed drinks, or premium coffee

      $20 $11

      49% Off Pup Crawl

      Pup Crawl Chicago

      Hubbard Inn

      Pub crawl that benefits PAWS Chicago takes revelers to five local bars, including Hubbard Inn and The Boss Bar

      $35 $18

      Half Off Wine Tasting with Retail Discount at WineStyles Shorewood

      WineStyles Shorewood


      Wine tasting and education event features instructor-led tasting of six wines; sessions focus on region or style

      $40 $20

      Up to 60% Off Painting Class with Drinks

      Ian Sherwin Gallery

      Boulevard Sports Lounge

      School of the Art Institute of Chicago–trained painter helps folks conceptualize and create their own unique painting

      $60 $25

      Paint a Portrait with a Professional Artist

      BYOB Painting Workshop


      Artist Kristie Keenon teaches you how to observe, draw, and paint a portrait subject, with all materials provided—you just bring the wine


      Gorilla Tango Theatre – Up to 30% Off Burlesque

      Gorilla Tango Theatre


      Performers sling jokes and shed clothes during burlesque parodies of Batman and Star Wars

      $35 $25

      Up to 52% Off BYOB Jewelry-Making Workshop

      Eleven Eleven Jewelry


      With Murano glass beads and decorative findings, students will create a brass/copper disc pendant or a pair of earrings

      $80 $40

      Half Off Interactive Walking Tours

      Stray Boots

      Online Deal

      Clues, trivia, and riddles lead explorers through vibrant neighborhoods via the Stray Boots iPhone or Android app

      $24 $12