You booked this experience
Make your trip unforgettable

Custom Chicago Walking Tours

5 Reviews 5.00 out of 5 stars Based on 5 reviews collected by City Sky Diving and TripAdvisor | Recommended by 100% of reviewers | Chicago, USA
Don't miss out!
On average, this is booked 27 (0) days in advance.

1 to 3 hours (approx.)
Mobile ticket
Offered in: English
and 1 more
Spanish
Instant confirmation

Overview

We create custom walking tours for groups of all sizes and interests, blending delicious food experiences with rich historical storytelling. From downtown explorations for high school students, to tavern tours tracing Chicago’s beer history, to local neighborhood food tours, every tour is crafted to be engaging, flavorful, and unforgettable.

What's Included

  • Meals If this is a food tour, food and drink is included.

    Meeting Location

    Meeting point

    Chicago
    IL, USA

    Show on Google Maps

    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    This activity ends back at the meeting point.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
    Read more

    Safe & secure Easy breezy Hassle‑free

    Chicago

    Businesses, architecture, natural landmarks, you name it! We will tailor the perfect custom tour for you.
    Read more

    2 hours Admission Ticket Free

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Wheelchair accessible
    • Transportation options are wheelchair accessible
    • Service animals allowed
    • Public transportation options are available nearby
    • Travelers should have at least a moderate level of physical fitness

    Frequently Asked Questions (7)

    Q: What is the cancellation policy for the Custom Chicago Walking Tours?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-435406P3

    Traveler Photos

    Reviews

    5.00
    5 reviews

    Average 5.00 out of 5 stars based on 5 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    5
    4 stars
    0
    3 stars
    0
    2 stars
    0
    1 star
    0
    Don't miss out!
    On average, this is booked 27 (0) days in advance.

    Similar Tours & Activities

    Chicago Local Brewery Expedition with Homemade Guacamole

    We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used …More

    We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used...

    1 hour 30 minutes Free Cancellation
    5.0 (4)
    from
    $53

    Private Cultural Walking Tour in Chicago with Lakefront Landmarks

    This private cultural walking tour in Chicago presents the city’s architectural heritage and lakefront legacy. You will begin in Millennium Park, where public art reflects …More

    This private cultural walking tour in Chicago presents the city’s architectural heritage and lakefront legacy. You will begin in Millennium Park, where public art reflects...

    2 hours Free Cancellation
    5.0 (1)
    from
    $349

    Private Chicago Guided Tour with Hotel Pickup

    One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour …More

    One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour...

    4 hours Hotel pickup offered Free Cancellation
    5.0 (4)
    from
    $178

    Electric Bike Tours in Lincoln Park

    Discover the streets of Lincoln Park, Chicago, and the Magnificent Lake Front on a high-quality electric bike rental from E-Z Rider Bike Shop. Our e-bikes …More

    Discover the streets of Lincoln Park, Chicago, and the Magnificent Lake Front on a high-quality electric bike rental from E-Z Rider Bike Shop. Our e-bikes...

    2 hours 30 minutes Free Cancellation
    5.0 (2)
    from
    $85

    Travelers Who Bought This Tour Also Bought

    Chicago River 90 Minute Architecture Tour

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to …More

    Likely to Sell Out
    Likely to Sell Out

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...

    1 hour 30 minutes Free Cancellation
    4.8 (11,087)
    from
    $45

    Chicago Lake and River Architecture Tour

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More

    Likely to Sell Out
    Likely to Sell Out

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...

    1 hour 30 minutes Free Cancellation
    4.8 (2,424)
    from
    $45

    Chicago Crime and Mob Bus Tour

    Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. …More

    Likely to Sell Out
    Likely to Sell Out
    4.6 (3,567)

    Chicago Crime and Mob Bus Tour

    4.6 (3,567)

    Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....

    90 to 120 minutes Free Cancellation
    4.6 (3,567)
    from
    $49

    Chicago River 45-Minute Architecture Tour from Magnificent Mile

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich …More

    Likely to Sell Out
    Likely to Sell Out

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...

    45 minutes Free Cancellation
    4.8 (3,587)
    from
    $28

    What's Included

    Activity name

    • MealsIf this is a food tour, food and drink is included.

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Wheelchair accessible
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Service animals allowed
    • Public transportation options are available nearby
    • Travelers should have at least a moderate level of physical fitness
    • Infants and small children can ride in a pram or stroller

    Report Product Issue

    Activity name