• Chicago Experience Gifts

Chicago Winter Gift Ideas

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Our Chicago Winter Gift Ideas make for truly unique gifts they're sure to remember forever.

Cloud 9 Living's experience gifts are the perfect solution for anyone on your list and are guaranteed to bring a smile to your gift recipient's face.

Create a memory. Give the gift of experience!

Learn to Fly a Helicopter in Chicago
Learn to Fly a Helicopter
Avg. Rating of 5
(9 Reviews)

Learn to fly a helicopter as you take the controls of an extremely maneuverable OH-6A helicopter.
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Region: Chicago
From: $375
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NASCAR Thrill Ride in Chicago
NASCAR Stock Car Ride Along
Avg. Rating of 4-half
(28 Reviews)

Experience the thrill of NASCAR from the best seat in the house, as you ride shotgun with a professional driver at the Chicagoland Speedway!
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Region: Chicago
From: $109
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Chicagoland Speeway Driving Experience
Drive a NASCAR Stock Car
Avg. Rating of 4-half
(14 Reviews)

Are you ready to get behind the wheel of a NASCAR Sprint Cup style stock car? Strap on your helmet, buckle up, and put the pedal to the metal! Its time for the thrill of a lifetime at the Chicagoland Speedway!
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Region: Chicago
From: $488
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Walking Food Tour of Chicago
Walking Food Tour of Chicago
Avg. Rating of 4-half
(67 Reviews)

Enjoy this unique food tasting and cultural walking tour through Chicago's most delicious and historic neighborhoods.
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Region: Chicago
From: $50
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Downtown Chicago Kayak Tour
Architectural Kayak Tour
Avg. Rating of 5
(12 Reviews)

Explore the unique and intriguing past of Chicago's historic buildings from the seat of a kayak as you paddle the famous Chicago River.
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Region: Chicago
From: $76
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Sunset Paddle in Chicago
Sunset Paddle
Avg. Rating of 5
(4 Reviews)

Kayak down the Chicago River at sunset and experience the city like you've never seen it before.
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Region: Chicago
From: $65
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Chicago Dinner Cruise Port
Chicago Dinner Cruise
Avg. Rating of 3-half
(13 Reviews)

Experience a magical evening on the water, enhanced by dazzling city sights and lakefront lights. Set sail on a luxurious yacht for an evening worth remembering on the Chicago Dinner Cruise.
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Region: Chicago
From: $136
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Gourmet Dinner Cruise in Chicago
Gourmet Dinner Cruise
Avg. Rating of 4
(8 Reviews)

Experience the Lake Michigan waterfront from the luxurious comfort of the Chicago Gourmet Dinner Cruise. Enjoy fine dining, exceptional entertainment, and dazzling views — all rolled into one unforgettable evening.
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Region: Chicago
From: $177
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Chicago Indoor Skydiving
Indoor Skydiving
Avg. Rating of 5
(2 Reviews)

Experience the thrill of skydiving without the hassle of a plane and parachute when you go Indoor Skydiving!
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Region: Chicago
From: $72
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Chicago Prohibition Tour
Chicago Prohibition Tour
Avg. Rating of 4-half
(4 Reviews)

Plunge into one of the most defining moments in American history as you sip your way through the Chicago Prohibition Tour!
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Region: Chicago
From: $45
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Shop Gift Certificates

From: $50
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Chicago Lakefront Bike Tour
Chicago Lakefront Bike Tour
Avg. Rating of 5
(3 Reviews)

Take in Chicago's unique culture while getting a little exercise on this informative and relaxing bike tour.
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Region: Chicago
From: $49
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Deep Dish Pizza in Chicago
Chicago Pizza Tour
Avg. Rating of 4-half
(14 Reviews)

Come see the beautiful city of Chicago "One Slice at a Time" with this fun and delicious Chicago Pizza Tour!
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Region: Chicago
From: $60
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Skydive in Chicago
Tandem Skydiving
Avg. Rating of 5
(4 Reviews)

Experience the thrill of sky diving in Chicago at one of the most experienced skydiving centers in the country!
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Region: Chicago
From: $210
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Chicago Lunch Cruise
Chicago Lunch Cruise
Avg. Rating of 4-half
(20 Reviews)

One of the most unique things to do in Chicago awaits you alongside the famed Navy Pier. Step aboard a luxury yacht to enjoy an afternoon of food, fun and dancing on the Chicago Lunch Cruise!
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Region: Chicago
From: $71
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Chicago Gourmet Lunch Cruise
Chicago Gourmet Lunch Cruise
Avg. Rating of 4
(9 Reviews)

Delight in an afternoon of elegant dining, vibrant entertainment and sensational city views all from the luxury of the Chicago Gourmet Lunch Cruise.
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Region: Chicago
From: $89
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Sunday Brunch Cruise in Chicago
Chicago Sunday Brunch Cruise
Avg. Rating of 4
(4 Reviews)

Start your week off in style by spending a relaxing afternoon aboard the Chicago Sunday Brunch Cruise from Navy Pier.
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Region: Chicago
From: $78
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Brunch Cruise in Chicago
Gourmet Sunday Champagne Brunch Cruise
Avg. Rating of 5
(1 Reviews)

Relax in the lap of luxury for a Sunday afternoon aboard the magnificent Odyssey . Admire city sights, sip bubbly, and savor delicious dishes on a Gourmet Champagne Brunch Cruise along the shores of Lake Michigan.
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Region: Chicago
From: $93
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SpaFinder Wellness Gift Certificate

Experience the gift of relaxation with a SpaFinder gift certificate, the most popular spa and wellness gift in North America!
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Region: Chicago
From: $100
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Ride in an Indy Car at Chicagoland Speedway
Indy Car Ride Along
Avg. Rating of 4-half
(21 Reviews)

Experience pure heart-pounding speed with a ride along in the passenger seat of a full sized, 600 horsepower, 2 seat, Indy-style race car.
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Region: Chicago
From: $130
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Indy Car Driving Experience
Drive an Indy Car
Avg. Rating of 5
(3 Reviews)

Do you have what it takes to drive a full-sized, 600 horsepower, open cockpit, open wheel, Indy style race car?
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Region: Chicago
From: $499
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Private Balloon Ride
Private Hot Air Balloon Ride for 2

Enjoy a romantic and tranquil flight over the Illinois countryside on a Private Hot Air Balloon Ride near Chicago!
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Region: Chicago
From: $1,000
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Lake Geneva Scenic Flight
Lake Geneva Aerial Getaway with Chief Pilot
Avg. Rating of 5
(2 Reviews)

Venture to Lake Geneva on this unique flying experience where you'll even have the opportunity to take over the controls!
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Region: Chicago
From: $449
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Private DJ Lesson in Chicago
Private DJ Lesson

Show off your rhythm and hone in on your DJ skills in this private DJ lesson in Chicago!
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Region: Chicago
From: $125
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Swedish Massage in Chicago
Swedish Massage
Avg. Rating of 4-half
(3 Reviews)

Combining the best of therapeutic massage practices from around the world, this Swedish-based therapy uses specific rhythmic massage movements and potent herbal and aromatherapy oils which enhance the therapeutic effect.
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Region: Chicago
From: $120
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Couples Massage in Chicago
Couples Massage

Experience the pleasure of a relaxing massage with the one you love with our signature couples massage!
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Region: Chicago
From: $324
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Chicago Bike, Food and Beer Tour
Bikes, Bites, and Brews Tour
Avg. Rating of 5
(7 Reviews)

Enjoy Chicago's famous food, historic architecture and great beer on this Bikes, Bites and Brews tour.
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Region: Chicago
From: $79
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Chinatown Food Tour in Chicago
Chinatown Food Tour
Avg. Rating of 4-half
(14 Reviews)

Enjoy this unique food tasting and cultural walking tour through Chicago's remarkable Chinatown neighborhood.
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Region: Chicago
From: $60
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River North Food Tour in Chicago, IL
River North Food Tour

Experience the history, architecture and culture of River North while tasting delicious food on this River North Food Tour!
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Region: Chicago
From: $55
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Chicago Pizza & Cocktails Tour
Pizza & Cocktails Tour
Avg. Rating of 4-half
(3 Reviews)

A slice of classic Chicago style pizza isn't quite the same without a tasty adult beverage to go with it. Combine the best of both worlds with the Pizza & Cocktail Tour of Chicago!
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Region: Chicago
From: $80
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Little Arabia Food Tour in Chicago
Little Arabia Food Tour
Avg. Rating of 4-half
(2 Reviews)

Discover a mecca of food in Albany Park and along Kedzie Avenue on the Little Arabia Food Tour!
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Region: Chicago
From: $60
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