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      Up to 40% Off from World Skydiving Center

      World Skydiving Center

      Kenosha

      Thrill seekers strapped to experienced divers freefall through the air at 120 mph with photo and video add-ons available for purchase

      $239 $149

      Up to 33% Off a Sailing Tour on Tall Ship Windy

      Tall Ship Windy

      Navy Pier

      A 148-foot-long, traditional four-masted schooner sails throughout Lake Michigan for about 75 minutes

      $30 $20

      Up to 70% Off Private BYOB Sailing Cruises

      Offshore Adventures Chicago

      DuSable Harbor

      Daytime or sunset Lake Michigan cruises delight with views of the Chicago skyline; passengers can bring their own drinks and playlists

      $220 $69

      Up to 52% Off a Movie Outing at Studio Movie Grill

      Studio Movie Grill

      Wheaton

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

      $10.50 $5

      Up to 14% Off Hot-Air Balloon Ride

      Soaring Adventures of America Incorporated

      Leisurely float through the skies in the basket of a colorful hot air balloon

      $229.95 $199

      Up to 80% Off at Fit 2 Ripped Fitness

      Fit 2 Ripped Fitness

      Swallow Cliff Woods

      Passionate instructors lead patrons in high-intensity boot-camp regimens in the outdoors

      $100 $25

      Wheaton Park District – 50% Off Mini Golf

      Wheaton Park District's Prairie Path Mini Golf Course

      Wheaton

      Prairie-themed, ADA-accessible course with a central water feature where guests can practice their putting skills across 18 holes

      $12 $6

      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

      Up to 60% Off Cupcake Tour of Chicago

      Great Food Tours

      Chicago

      Tours make six stops along Michigan Avenue, visiting a century-old shop, one with 50 varieties of cupcake, and another with gelato

      $50 $25

      Up to 52% Off a Concert Parking-Lot Pregame Party

      Odyssey Sweet Spot

      Tinley Park

      Before concerts by country or rock stars, pregamers enjoy live music, life-size beer pong, barbecue sandwiches, and beer or mixed drinks

      $26 $13

      Wrigleyville Rooftops – Up to 51% Off Tickets

      Wrigleyville Rooftops

      Multiple Locations

      Take in a Cubs game from the rooftop while enjoying a complete food and beverage menu; access to climate-controlled suites included

      $160 $79

      Amazing Chicago's Funhouse Maze on Navy Pier – Up to 56% Off

      Amazing Chicago's Funhouse Maze

      Near North Side

      Narrow hallways inside a 4,000-square-foot, Chicago-history-themed maze on Navy Pier

      $23.98 $12

      73% Off at 105F - Bikram Yoga Chicago

      105F - Bikram Yoga Chicago

      Multiple Locations

      Intense 90-minute Bikram yoga classes take place in a 105º room with 40% humidity; locations in Wicker Park, Lincoln Park, and South Loop

      $180 $49

      Chicago History Museum – Half Off

      Chicago History Museum

      Lincoln Park

      Local museum brings history to life with 22 million artifacts and topical exhibits, including a look at 50 years of the Ebony Fashion Fair

      $14 $7

      Up to 60% Off an Italian Food Tour of Chicago

      Great Food Tours

      Chicago

      Sample Chicago-style pizza, italian beef, and artisan products during a two-hour Italian-food tour along the Magnificent Mile

      $50 $25

      Original Mothers Show – Up to 50% Off

      "Who Can Do It?" A Live 1970s Improv Comedy Show or "Naughty Little Cabaret" Burlesque Show

      The Original Mothers

      Male and female burlesque revue dazzles with acrobatics, teasing, and titillating dance moves

      $36 $21

      Up to 66% Off Paintball at CPX Sports

      CPX Sports

      Joliet

      Combatants wage a paintball war; passes include free admission on a return visit within two weeks

      $95 $33.99

      Up to 53% Off Sundays at Wrigley Rooftop

      Sundays in Wrigleyville

      Wrigley Rooftop

      Clubhouse staff serve eats and dispense beverages to fans watching the Cubs play from indoor seats and outdoor rooftop executive seats

      $159 $79

      Up to 80% Off Classes at Nature Yoga

      Nature Yoga

      Wicker Park

      Highly trained instructors lead Vinyasa, Hatha, and power yoga classes

      $140 $29

      Half Off Jet Ski Rental from Chicago Water Sport Rentals

      Chicago Water Sport Rentals

      Chicago

      Jet skiers blast over Lake Michigan's waves and enjoy the Chicago skyline

      $80 $40

      Up to 55% Off Playtime at Xtreme Trampolines

      Xtreme Trampolines

      Multiple Locations

      Supervised kids and adults bounce off commercial-grade trampolines lining floors and walls or try their hand at trampoline dodge ball

      $38 $20

      Cooking Fools – Up to 49% Off Pasta-Making Class

      Cooking Fools

      Wicker Park

      Instructors help pupils craft fresh, light pasta and sauces usually found at restaurants, then host an after-class feast of the spoils

      $168 $85

      53% Off Amusement-Park Package for Two or Four

      Haunted Trails Amusement Park

      Multiple Locations

      Pizza helps fuel romps through a game area and visits to two attractions, which include mini golf and go-karts, plus laser tag at Joliet

      $57 $27

      Up to 50% Flight-Simulator Dogfighting Lesson

      Squadron Ops Sim Center

      Sugar Grove

      360-degree flight simulator lets up to four people face off in virtual aerial combat in modern jets or WWII fighters

      $150 $79

      Up to 70% Off a Pontoon-Boat Rental

      Corporate Tailgate Boat Rental

      ESTATE Ultra Bar

      Gas-pontoon boats cruise leisurely up and down the Chicago River on a waterfront tour; bring your own food and drinks

      $250 $99

      Wrigleyville Rooftops – Up to 73% Off Tickets

      Wrigleyville Rooftops

      Take in a Cubs game from the rooftop while enjoying a complete food and beverage menu; access to climate-controlled suites included

      $190 $99

      Up to 65% Off Classes at Akemi Fitness Method

      Akemi Fitness Method

      Evanston

      Get in shape with classes that range from a blend of Bollywood dance and aerobic exercises to classes that focus on common trouble-areas

      $125 $49

      Up to 51% Off an After-Work Cruise

      ChicagoCruiseTickets.com

      Chicago

      Cruises aboard a yacht with dance floors and bars provide brilliant evening views of the Chicago skyline

      $25 $13

      43% Off Shooting-Range Package for Two

      Article 2 Gun Range

      Lombard

      Armed with rental firearms ranging from rifles to revolvers and instruction from experts, two shooters take aim at automatic targets

      $106 $60

      57% Off of WhirlyBall or Laser Tag

      WhirlyBall

      Multiple Locations

      Zip around courts in a bumper car, tossing wiffle balls with plastic scoops through goals, or slink through neon laser-tag arenas

      $150 $64

      Chicago Craft Beer Festival – 49% Off a Tasting Package

      Chicago Craft Beer Festival

      Sheffield Garden Walk & Music Festival

      Use a souvenir glass to taste some samples out of the over 100 beers from the Midwest and beyond that converge at the 3rd annual festival

      $87.90 $45

      Up to 78% Off Standup at The Improv Comedy Club

      The Improv Comedy Club

      Chicago Improv of Schaumburg

      Nationally known comics such as Adam Ferrara, Dave Coulier, and Loni Love, paired with appetizers such as crispy jalapeño ravioli

      $177.95 $39

      Up to 50% Off at Turtle Splash Water Park

      Turtle Splash Water Park

      West Chicago

      Admission grants guests access to Tortuga's Waterfall, Snapper Tube Slide, Crush Body Slide, Captain's Corkscrew & attractions for toddlers

      $16 $10

      The Field Museum – Discovery Pass Plus $5 in Groupon Bucks

      The Field Museum

      Museum Campus

      Exploring ancient Egypt and staying out of the mouth of a real dinosaur are all in a day's fun at this iconic museum

      $18

      Half Off Tropical Snacks and 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 $15

      Up to 50% Off at Blackhawk Trace Golf Club

      Blackhawk Trace Golf Club

      Indian Lakes Resort

      27-hole complex has played host to mini-tour events and qualifiers; course challenges golfers with an island green and a 615-yard par-5

      $99 $54

      Skybox on Sheffield – Up to 46% Off Cubs Game

      Skybox on Sheffield

      Skybox on Sheffield

      Watch a Cubs game from a three-tiered rooftop overlooking the right-field foul pole while enjoying food and Goose Island beverages

      $139.80 $89

      94% Off Martial-Arts Classes

      Go2Karate Chicago

      Students don uniforms for classes in karate, tae kwon do, or krav maga

      $324 $20

      Up to 46% Off Paint Nite Painting Event

      Paint Nite

      At local bars and restaurants, painters of all skill levels enjoy cocktails as they create their own pieces guided by an experienced artist

      $45 $25

      Up to 53% Off Art Classes at Both Sides Art

      Both Sides Art

      Chicago

      BYOB classes lead students step-by-step through creating a full painting; workshops cover basic art principles that inform mixed-media works

      $80 $39

      53% Off Enchanted Castle Visit for Two or Four 

      Enchanted Castle

      Lombard

      Entertainment complex's pizza helps fuel romps through game area, laser tag arena, go-kart track, or bumper cars

      $57 $27

      Up to 85% Off Paintball for Four, Six, or Twelve

      Paintball International

      Multiple Locations

      Equipped with rental paintball guns and masks, groups vie for supremacy over outdoor fields

      $120 $19

      Up to 68% Off Tango or Ballet Classes

      Tango 21

      Multiple Locations

      Lifelong dancers teach the Argentine tango and ballet with step-by-step instruction for all skill levels

      $65 $22

      Up to 45% Off 18 Holes of Golf with Cart in Crete

      Tuckaway Golf Club

      Crete

      Lush green fairways situated around pine and oak trees make up 6,225 yards of golf course designed by John Ellis in 1960

      $88 $48.50

      Up to 69% Off Bowling at Fireside Bowl

      Fireside Bowl

      Logan Square

      Guests to this 1940s bowling alley vie for the highest score while surrounded by vintage decor and modern scoring systems

      $48 $15

      Up to 51% Off Group Round of Golf in Wood Dale

      Salt Creek Golf Club

      Salt creek Golf Club

      Par 63 executive course encourages golfers to aim drives down tree-lined fairways and avoid water hazards that come in play on five holes

      $90 $45

      Up to 65% Off Chicago Spartan Sprint or Spartan Super

      Spartan Races

      Marseilles

      Strength, stamina, and resolve are tested by obstacles ranging from climbing walls to muddy landscapes

      $110 $39

      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