Eye icon to see Chicago architecture

See Chicago better than a local

4 or 8 hours

private tour group 3 people icon

2 to 200 guests

Expert tour guide

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Customized for your interests

Private Custom
Downtown & Neighborhood Tours

Explore the city on the best Chicago private tour

Experience a Chicago private custom tour of dramatic landmarks, vibrant neighborhoods and fascinating backstories. Bring your group of friends, family or corporate colleagues to discover why our passionate tour guides made us “Best Tour of Chicago” runner-up two years in a row! Currently we are leading tours with groups of 11 or fewer guests. Contact us for larger groups for dates after July 10.

Bring your corporate or social group a Chicago private custom tour of dramatic landmarks, vibrant neighborhoods and fascinating backstories. Currently we are now giving tours with groups of 11 or fewer guests. We can book tours for larger groups after July 10.

Downtown Bucket List Tour

See it all on this half-driving, half-walking private tour! Your expert tour guide will share stories while you take in Chicago’s best downtown attractions. Your driving tour gives you a macro perspective, then you’ll get an inside and up-close look at the city on a walking tour in the Loop.

Chicago Neighborhoods Tour

Get to know Chicago’s character through the vibrant neighborhoods of the South, West and North Sides. Learn about their historic development, challenges and triumphs. You can support small businesses at brief stops, too. Book this private tour for a deeper perspective into Chicago.

Downtown Bucket List Tour

See it all on this half-driving, half-walking private tour! Your expert tour guide will share stories while you take in Chicago’s best downtown attractions. Your driving tour gives you a macro perspective, then you’ll get an inside and up-close look at the city on a walking tour in the Loop.

Chicago Neighborhoods Tour

Get to know Chicago’s character through the vibrant neighborhoods of the South, West and North Sides. Learn about their historic development, challenges and triumphs. You can support small businesses at brief stops, too. Book this private tour for a deeper perspective into Chicago.

Where do you want to go on your Chicago private custom tour?

OUR TOURS HAVE BEEN FEATURED!

CUSTOM PRIVATE TOUR PHOTOS

Meet your private Tour Guides

Alex Bean

"I love showing how we in the present can have a glimpse into the past by viewing buildings as physical remnants of history. Like if we are downtown, I'll show you the cowpath through a luxury hotel in the Loop! Also sharing historic locales of our Chicago foods, like the Maxwell Polish, is a treat to me."

Amanda Scotese

"One of my favorite parts of being a Chicago tour guide is making learning about architectural history fun and accessible for everyone. As your Chicago expert, I can take you into incredible architectural interiors and also gladly guide you to the best spots for a Chicago-style hot dog, donuts or hot chocolate.

Marie Rowley

"I love introducing newcomers to Chicago highlights and revealing neighborhood secrets to local Chicagoans. Let's grab something to sip from a rooftop bar of a historic skyscraper! As your Chicago tour guide, I'll share stories of the diverse people who deserve bigger entries in the Chicago history books."

Alex Bean

"I love showing how we in the present can have a glimpse into the past by viewing buildings as physical remnants of history.

Amanda Scotese

"As your Chicago expert, I can take you into incredible architectural interiors and also gladly guide you to the best spots for a Chicago-style hot dog.

Marie Rowley

"As your Chicago tour guide, I'll share stories of the diverse people who deserve bigger entries in the Chicago history books."

why our CUSTOM tours are the best

Our team of expert tour guides know how to curate a killer Chicago private custom tour experience. We’ve been top-rated since 2010 on TripAdvisor and Yelp, and we have hosted more than 75,000 tour guests.

We love to bring curious people to explore stories and places even locals don’t know of Chicago history, architecture and culture, and hope you’ll choose us as your Chicago expert!

small private tour inside lobby
Can’t say enough about this tour - an absolute blast.
We have so many great memories from the tour and we learned a lot.
Best tour of Chicago
"BEST TOUR" RUNNER-UP 2020

Looking for a Larger Tour?

We accommodate large groups of 50 to 500+ on
custom walking and bus tours in downtown Chicago or in our neighborhoods.

Got a Large Group?

Contact us for groups of 50 to 500+.

PRIVATE TOUR RATES

Phone

Private group tour rates start at $45 per person.
Call us: 312.350.1131
Email us: [email protected]