Free cancellation

Create Your Custom Chicago Walking Tour Today

5.0 (4 reviews) · By Portal Tours

Discover Chicago in a way that suits your interests with our custom walking tours. Whether you're exploring downtown with a group of students, tracing the city’s rich beer history on a tavern tour, or wandering through vibrant neighborhoods, each experience is designed to be engaging and memorable.

Our tours blend fascinating historical stories with delicious food stops, making every step an adventure. You can choose the length of your tour—from an hour to three hours—and tailor it to your group's preferences. No matter your age or mobility needs, these private tours are accessible and flexible.

Meet your guide at a designated starting point, and get ready for a personalized journey through Chicago’s sights, sounds, and flavors. Food and drink are included if your tour features culinary stops, ensuring a full sensory experience.

Frequently asked questions

How long do the custom Chicago walking tours last?

They range from 1 to 3 hours, depending on your preference and the itinerary.

Are these tours suitable for all ages?

Yes, the tours are designed for travelers from 0 to 120 years old, making them perfect for families and groups of all ages.

Is the tour accessible for people with mobility challenges?

Absolutely. The tours are wheelchair accessible, and infants or small children can ride in a pram or stroller.

What is included in the tour?

If your tour includes food stops, food and drinks are included. The tour is private, and the meeting point is arranged via email.

Can I cancel my booking?

Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations made less than 24 hours in advance are not refundable.

How do I meet my guide?

You will meet at a designated starting point, which will be confirmed via email after booking.

Free cancellation

You can cancel for a full refund if you do so at least 24 hours before the scheduled start time.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 1 hour – 3 hours

Check availability to see start times.

Live tour guide

English, Spanish

Key facts

Duration 1 to 3 hours
Languages offered English, Spanish
Group size Up to 15 people
Suitable for ages 0 to 120 years
Accessibility Wheelchair accessible; Infants and small children can ride in a pram or stroller
Tour type Private

What's included

Included

  • Food and drink are included if the tour features culinary stops.

Itinerary

A flexible, private tour tailored to your interests, with stops at various Chicago landmarks, architecture, and local businesses.

  1. Stop 1

    Explore a variety of sights, from historic buildings to natural landmarks. The specific stops are customized to your preferences.

    Approximately 2 hours

Meeting point & pickup

Meet at the designated starting point

These are custom tours. We will coordinate the meeting location via email.

Open in Google Maps

Cancellation & confirmation

Free cancellation

You can cancel for a full refund if you do so at least 24 hours before the scheduled start time.

  • 100% refund if canceled at least 24 hours in advance
  • No refund if canceled within 24 hours of the tour
  • Tours may be canceled if there are not enough travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $75.00 per person

Traveler Age 0–120
1
  • Free cancellation
  • Secure checkout with our booking partner

Reliable & Guaranteed Tickets

Book this experience through our trusted partner and enjoy secure checkout, verified reviews, and reliable customer support.

Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.