51 Chicago Tours

Browse 51 Fun Things to Do in Chicago

Kyle J. Grad School/ Art/ Tour Guide

Hipster Tour

It's not a tour, but it's a tour, but it's not a tour

6 reviews • In the paradise of Chicago, IL your day as a hipster begins here. We will travel from dive bars and shops, to hipster secret gardens and shows. What more can I say? We will drink beer, make art and meet a...

from $21 per person
Javier D. Actor,Tour Guide, Jack of all Trades

Wild Out in Wicker Park!!

Enjoy some great craft beers,try and beat your best Pac-Man score,grab a pint a pie, and audition...

6 reviews • Looking for a fun pub crawl with a warm and engaging guide who will encourage you to "break out of your shell"...then look no further. What i'm offering is a great night out in Wicker Park that won't break t...

from $20 per person
Tony M. Education

Explore Chicago's Lincoln Square Neighborhood

Experience a little slice of Bavaria in the Windy City's oldest German 'hood.

5 reviews • Chicago is a city of neighborhoods. Hop on the El, head north, and soak in the old world charm of one of the city's hidden 'hoods. Stroll the brick courtyards of the 47th Ward to find local shops, independ...

from $21 per person
Michael P. Photographer

Custom Photography Tour of Chicago

Chicago doesn't suck, and neither should your photos.

5 reviews • Chicago is without a doubt one of the most beautiful cities in the U.S. It's full of architecture, art, music, food and an incredibly rich history. Having moved here 6 years ago I have spent my entire time g...

from $49 per person
Andrew W. Chicago History teacher, and architectural tour guide

Free Architectural and Historical Tour of the Chicago River

Take in Chicago's history and architectural innovation around the river that made it all possible.

5 reviews • Taking an hour to learn about the architecture and history of this wonderful city will leave you with a much greater appreciation for what makes Chicago a world-class city. This tour will take you through C...

from $0 per person
Eric S. Musician, Teacher

Chicago Chocolate Tour!

Chicago + Chocolate -- 'nuff said.

4 reviews • Welcome to Chicago! Our beautiful city has a wealth of delicious options for chocolate lovers like you. So many, in fact, that you might find it helpful to have a friendly local guide show you the best pla...

from $16 per person
Ash D. Photography Student/ Local Chicagoan

Downtown Chicago from a Local's Point of View

Learn things about the Chicago Landmarks, eat lunch at a local Chicago favorite

3 reviews • You can't come to Chicago without knowing a few things about the city and what is what. We will be walking so dress accordingly to the weather. This tour will take at least 2 hours, if not a little bit longe...

from $25 per person
Ash D. Photography Student/ Local Chicagoan

Walking/ CTA Tour of Downtown Chicago

Live like a Chicagoan for a day

3 reviews • That's right! Bundle up and get ready to walk the infamous Downtown Chicago Area just slightly under 3 hours. We will be walking down the general downtown area, stopping at sights like the Harold Washington ...

from $19 per person
Matt W.

Let's Dine on the Brown Line!

Lunch is nothing without the El!

3 reviews • Chicago is hands down one of the greatest culinary cities on Earth and this tour is going to cover some of the best places to nosh along its scenic and accessible Brown Line train! Starting on the North side...

from $34 per person
Nadine S. Photographer

Discover Chicago's Pilsen Street Art

Get your cameras ready for some intense graffiti talent.

3 reviews • When most people think of Chicago, they think of the famous Sears Tower, John Hancock building and "The Bean". While great, there's a piece of Chicago unknown to most photography lovers -- street art. I'l...

from $19 per person
Susan S. Art Tour Conductor and Art Advisor

Fine Art Exploration

An exciting fine art tour experience that provides those interested in learning about art with an...

3 reviews • A typical Fine Art Exploration consists of a tour of three galleries or two galleries and an artist's studio. At each location, we are joined by one of the featured artists or a gallery professional, who wil...

from $66 per person
Brian S. Entrepreneur

Chicagoland & off the beaten path photo adventures

A tour highlighting the popular and not so popular photography opportunities.

3 reviews • A tour designed to meet your interests and curiosities, Whether it's a trip into the heart of downtown to photograph architecture, the lakefront or just the hustle and bustle of the city. Or it's a trip to o...

from $56 per person

Select a Category