Find your dream journey
Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!
Ready for the ultimate day out in Chicago? This tour combines two of our favorite Chicago experiences (Chicago Culture & Architecture and Classic Bites in River North) for one epic Chicago adventure!
We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago). We’ll then head off into the bustling city where our first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core.
We’ll then head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels. We’ll head back above-ground near City Hall, and on most weekdays, be able to head inside to see the classic interior design and architecture.
Next, we’ll make our way to a spot where we’ll share a sweet treat, and a local tradition: Chicago-style popcorn. Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building and the Sears Tower (now known as the Willis Tower).
From there, we’ll either hop on the ‘L’ train or a water taxi on the Chicago River (depending on the weather and time of year). Either option offers a uniquely local Chicago experience! Once we’re back on solid ground, we’ll make our way to another delicious destination for locally made chocolates from a Chicago staple.
Next, we’ll take a stroll through the beautiful lakefront parks along Michigan Avenue. We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture.
We hope you’ve built up a good appetite by now because we’re on our way to an unforgettable food experience. Travel by ‘L” train or ride share with your guide from Millennium Park up to the River North neighborhood, the original Chicago foodie destination.
Your food tour starts with a very well-known Chicago fare: the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guides’ favorite version.
Next up is the world-famous Chicago deep-dish pizza! An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s, when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself.
After you’ve filled up on pizza and hot dogs, you’ll take a stroll through two more establishments, each one essential to Chicago’s food culture. We’ll then continue our tasting journey with a classic Chicago sandwich: Italian beef. You’ll sample this sandwich in a real Chicago institution — no-frills decor included!
Our tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see and do in the city.
Local, English-speaking guide, popcorn tasting, chocolate tasting, water taxi or "L" ticket, transportation between tour halves, and a variety of food samples (such as a Chicago-style hot dog, deep dish pizza, and Italian beef).
Additional food and drinks, tips/gratuities for your guide.
Please present this voucher to your guide at the beginning of your tour. Save this email on your phone or tablet, or print a copy, as you will need to show this to join the trip.
This tour runs year-round and will proceed rain or shine unless such weather constitutes a dangerous situation.
If you have your voucher, your booking is confirmed. We'll see you at the start point. Get in touch if you have any concerns or require more information via the email address or phone number (business hours only) on your voucher.
For your Urban Adventure you will be in a small group of a maximum of 12 people.
Please dress comfortably and casually in weather-appropriate attire. Wear comfortable shoes for walking.
In the event of road or attraction closures, your guide will do their best to work around the obstacles or take your tour to alternate locations.
This is a child-friendly tour. Children between the ages of 6 and 11 inclusively are permitted on this tour at the rate listed above. Please select ‘child’ above when booking. Children under the age of 6 are permitted to join this tour free of charge. Please inform us at the time of booking if you’ll be bringing a child under the age of 6. You can do so in the special request box on the checkout page.
The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601
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A central location in the River North neighborhood near the Chicago Brown Line “L” Station.
By accepting our offer in writing, you/you confirm that our terms and conditions have both been read and understood and that cancellation fees may apply if the trip is cancelled.
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| AVAILABLE DATES | PRICE (1 ADULT) | PRICE (1 CHILDREN) | SINGLE ROOM SUPPLEMENT | TRAVEL STATUS |
We will get back to you with an offer on the requested trip / package within 48 hours. All offers are non-binding and are usually valid for 7 days. Please note that reserved services can be canceled within these 7 days and that price may change until a final order is received.
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