Chicago Gifts

Experience Gifts in Chicago and Ideas for Unique Gifts in Chicago

Choose a Chicago experience gift and get blown away by the Windy City! Chicago is a big, beautiful city with an endless supply of things to see and do, and this is reflected in our huge range of experience gifts that you can enjoy in and around Chicago. If you’re looking for the perfect gift idea for friends and family in Chicago, who not give them the gift of a new experience and an amazing memory?!

Chicago is renowned for a great many things; culture and art, sports, entertainment… and definitely food. Some of the most famous local foods include Chicago-style hot dogs (no ketchup please!) and Italian beef - but most of all, Chicago is known for the deep dish pizza. We offer a dedicated pizza tasting tour of Chicago especially for fans – walk from pizza place to pizza place, tasting some of the best slices on offer throughout the city. If pizza’s not your thing, we also offer a Chitown Chinese tasting tour – wander around Chinatown and explore the variety and authenticity of the City’s many Chinese eateries. For a more all-American food tour, the Chicago Burgers and Beer Tour is a fantastic way to spend an afternoon!

We have Chicago experience gifts to suit almost any taste – for music lovers, we have a fantastic blues tour of the city that will take you to some of the best blues lounges in the city to see how and where the Chicago Blues scene evolved. Speed demons and dare devils can actually drive a NASCAR stockcar for eight mind-blowing laps! If you want to send someone to Cloud 9, why not treat them to an amazing Aerobatic Airplane Ride over Chicago – a Top Gun adventure they’ll never forget. For creative souls, we offer a range of fun and informal art classes all over the city, and we have some truly unforgettable and very romantic gifts for couples like a charming Chicago dinner cruise, a Chicago Skyline tall ship sailing experience, or a beautiful Chicago Hot Air Balloon Ride!

Whatever type of experience gift you are looking for, you’re sure to find something in our Chicago Gifts category – so try a new experience and go where the Windy City takes you!

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Chicago Gifts Experience Gifts    

Your Own Song

Work with a Renowned Song Writer to Create Your Song

Have you ever heard a song on the radio and said “that sounds like it was written for me!” Now it can be written for you. Whether you are looking for the perfect way to express yourself to the one you love or if someone you know has always dreamed of becoming a musician, this is the perf...

Metro: Multiple

participants Price for 1 Participant:

$2,000.00View Activity

Chicagoland Tandem Skydive

Go Skydiving and Experience a Tandem Freefall Over Rochelle, IL

Experience the adventure of a lifetime during this Tandem Skydiving Experience over Chicagoland. The thrills take place just over an hour west of the City at the Rochelle Municipal Airport. The fun begins upon arrival when you receive a 20 to 30 minute pre-jump orientation. Next, you will suit-up a...

Metro: Chicago

participants Price for 1 Participant:

$160.00View Activity


Aurora Discovery Flight Lesson

Learn How To Fly a Plane During an Intro Flight Lesson Over Sugar Grove

5 stars

Soar into the Illinois skies during a thirty-minute hands-on Introductory Flight Lesson over Aurora, IL. This one-on-one flying lesson with a Certified Flight Instructor begins at the Aurora Municipal Airport in Sugar Grove, IL where you will meet with your Pilot. The excitement begins with a short...

Metro: Chicago

participants Price for 1 Participant:

$120.00View Activity

Aerobatic Airplane Ride Chicago

An Extra 300 Aerobatic Aircraft Flying Adventure Over Sugar Grove, IL

5 stars

Take off on an incredible 30-minute Aerobatic Flight over Aurora, and feel the unbeatable buzz of soaring in an Extra 300, the world's finest certified aerobatic airplane! You can keep it mild or go totally wild during your flight; the pilot will tailor you experience to suit you - and you'll even g...

Metro: Chicago

participants Price for 1 Participant:

$360.00View Activity


T-6 Texan Warbird Ride Chicago

Enjoy an Amazing Hands On Vintage Half Hour T-6 Texan Warbird Flight

5 stars

Experience the glory days of aviation and fly a 1944 North American T-6 Texan Warbird! The T-6 Texan trainer was used as the advanced trainer for WWII Aviators and is one of the most important aircraft designs of the World War II era—perhaps of all time as it was used to train pilots in aeroba...

Metro: Chicago

participants Price for 1 Participant:

$470.00View Activity

Air Combat Dogfight

Experience the Thrill Of Air Combat As a Top Gun Fighter Pilot

5 stars

Experience first-hand the incredible thrill and excitement of flying an Italian built fighter pilot training plane in an air-to-air combat. This unique hands-on flying adventure begins on the ground with a briefing of the piloting maneuvers that you will be executing in the air. Following the briefi...

Metro: Multiple

participants Price for 1 Participant:

$1,395.00View Activity


Naperville Culinary Walking Tour

Enjoy a Delicious Sightseeing Cultural Food Tasting Tour Of Naperville

5 stars

Discover the delicious flavors of picturesque Naperville during this mouthwatering three-hour Food Tour. Throughout this tasty Culinary Adventure, you and your guest will explore delightful local flavors as you learn about Naperville’s rich history, beautiful architecture and sample it's...

Metro: Chicago

participantsparticipants Price for 2 Participants:

$92.00View Activity

Chicago Hot Air Balloon Ride

Drift Over Beautiful Northeastern Illinois On a Hot Air Balloon Flight

5 stars

Experience the fun and adventure of riding in a Hot Air Balloon during this exciting sixty-minute airborne adventure over Chicagoland. Your experience gift begins when you meet your Pilot and their Crew at the launch location. You will start off helping with the inflation of the balloon at Sunrise...

Metro: Chicago

participants Price for 1 Participant:

$273.00View Activity


Private Chicago Hot Air Balloon Flight

Float Over Beautiful Northeastern Illinois On a Private Balloon Flight

Discover the fun, adventure and romance of flying in a Hot Air Balloon during this private sixty-minute airborne adventure over Chicagoland. Your experience gift begins when you meet your Pilot and Crew at the launch location near Elgin, IL. You and your guest will start off helping...

Metro: Chicago

participantsparticipants Price for 2 Participants:

$739.00View Activity

Learn To Fly A Helicopter In Chicago

Fly a Helicopter During a Hands-On Helicopter Lesson in Schaumburg

5 stars

If you've ever dreamed of Flying a Helicopter, then this Discovery Flight Lesson in Schaumburg, IL is the perfect experience gift! This unique Airborne Adventure provides you with the opportunity to take over the controls of a Helicopter and actually learn to fly! Your experience begins when y...

Metro: Chicago

participants Price for 1 Participant:

$350.00View Activity


Chicago Art Class

Explore Your Creative Side During Art Lessons in Chicago With Guest

Unleash your inner Van Gogh and learn how to paint your very own work of art during a two hour Chicago Art Class - a creative experience gift with all materials provided including water-soluble paint, brushes, canvas, even an apron. Perfect for any skill level, these Art Lessons takes place at...

Metro: Chicago

participantsparticipants Price for 2 Participants:

$76.00View Activity

Chicago First Flight Lesson

Learn To Fly a Plane Over Chicagoland on a Discovery Flight Lesson

5 stars

Join the elite few who have actually piloted an aircraft during this exciting hands-on Introductory Flight Lesson! During this 1½ hour airborne adventure, you will work with your own personal FAA Certified Flight Instructor, who will walk you through all the things a real pilot does before, d...

Metro: Chicago

participants Price for 1 Participant:

$169.00View Activity


Chicago Food Tour

Discover the Flavors of Bucktown & Wicker Park or The Gold Coast

5 stars

Learn about Chicago’s treasured architecture, unique culture and local eateries during one of two Chicago Food Tours. You and your guest may choose to indulge in either the Gold Coast & Old Town Tour Food Tour or The Bucktown & Wicker Park Food Tour. Gold Coast Tours begin in the hear...

Metro: Multiple

participantsparticipants Price for 2 Participants:

$100.00View Activity

Chicago Cooking Class

Enjoy a Mix It Up Chicago Cooking Class Party on Restaurant Row

5 stars

Looking for a cooking class that acts like a party? You will learn the art of cooking during a tasty gourmet party with Bespoke Cuisine during this Chicago Cooking Class on Restaurant Row. A big hit with experienced chefs and beginners alike, this Chicago Culinary Lesson is a unique blend of a hands...

Metro: Chicago

participants Price for 1 Participant:

$85.00View Activity


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