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Chicago Helicopter Express
Up to 51% Off a Helicopter Tour of Chicago
Helicopters cruise 800 feet above the Chicago skyline past such famed sights as Willis Tower, Wrigley Field, and Navy Pier
$360
$199
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.
Lansing
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
Chicago
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
DePaul
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
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
Chicago
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
Grayslake
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
Mundelein
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
Richmond
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
Midlothian
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
Bridgeport
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
Harvard
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
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
Chicago
Artist Kristie Keenon teaches you how to observe, draw, and paint a portrait subject, with all materials provided—you just bring the wine
$50
Gorilla Tango Theatre – Up to 30% Off Burlesque
Gorilla Tango Theatre
Bucktown
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
Chicago
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