Chicago Highlights & Attractions Walking Tour
Discover Chicago’s top sights on a fun, expert-led walking tour! Iconic landmarks, hidden gems, and local stories await—come explore the Windy City the best way possible: on foot.
Listing highlights
What you’ll do
This experience is hosted in English.
5.0 out of 5 stars, from 3 reviews
Some reviews have been automatically translated.
Upcoming availability
Where we’ll meet
Palmer House Hilton
17 E Monroe St, Chicago, IL 60603
meet at the S. Wabash Street entrance
Chicago, Illinois, 60611, United States
I founded Bobby’s Bike Hike & Food Tours in 2002 as a 2nd-generation tour operator with a mission to connect people through culture, history, & unforgettable storytelling. Our Chicago Highlights & Top Attractions Walking Tour is a full-sights, top experience of the city’s most iconic landmarks. With passionate local guides leading the way, you won’t just see Chicago—you’ll feel its rhythm, hear its stories, & discover why this city captures hearts. Let us show you the very best of Chicago.
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
Guest requirements
Guests aged 18 and over can attend, up to 10 guests in total.
Accessibility
Mainly flat or levelled ground, Step-free access, Quiet retreat space available, No extreme sensory stimuli
Cancellation policy
Cancel at least 1 day before the start time for a full refund.
Cultural tours are vetted for quality
Cultural tours are led by authors, historians and other hosts who showcase what makes the city unique. Learn more
See an issue?
Free cancellation
What you’ll do
This experience is hosted in English.
5.0 out of 5 stars, from 3 reviews
Some reviews have been automatically translated.
Upcoming availability
Where we’ll meet
Palmer House Hilton
17 E Monroe St, Chicago, IL 60603
meet at the S. Wabash Street entrance
Chicago, Illinois, 60611, United States
I founded Bobby’s Bike Hike & Food Tours in 2002 as a 2nd-generation tour operator with a mission to connect people through culture, history, & unforgettable storytelling. Our Chicago Highlights & Top Attractions Walking Tour is a full-sights, top experience of the city’s most iconic landmarks. With passionate local guides leading the way, you won’t just see Chicago—you’ll feel its rhythm, hear its stories, & discover why this city captures hearts. Let us show you the very best of Chicago.
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Chicago Highlights & Attractions Walking Tour
Discover Chicago’s top sights on a fun, expert-led walking tour! Iconic landmarks, hidden gems, and local stories await—come explore the Windy City the best way possible: on foot.
Listing highlights
Things to know
Guest requirements
Guests aged 18 and over can attend, up to 10 guests in total.
Accessibility
Mainly flat or levelled ground, Step-free access, Quiet retreat space available, No extreme sensory stimuli
Cancellation policy
Cancel at least 1 day before the start time for a full refund.
Cultural tours are vetted for quality
Cultural tours are led by authors, historians and other hosts who showcase what makes the city unique. Learn more
See an issue?