Please peruse the walking tour offerings and if you have any questions, feel free to ask! If you are interested in a custom or private tour, just let me know. I like doing them. I’ll rock it out for you.

Reservations are required for all walking tours: You can either purchase tickets on the website, or you can call me 773.593.4873 or write me at margaretkhicks(at)



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Monday & Saturday at 10:30 – 90 minutes – 20$

Chicago’s Pedway, a series of heated walkways, passages and tunnels, serves as the backdrop for an amusing and enlightening tour of some of the hot-spots (or a least warm-spots) of downtown Chicago.  The walking tour focuses on interesting anecdotes and tales about some of the great buildings downtown, but it’s also a study of the city underneath the city. The Chicago Pedway is a  strange and wonderful place and adds so much to the city’s personality. These are great tours for Chicagoans who want to learn more about the city and for tourists who want a full Chicago experience without ever going outside.

START: The Monday tour starts at 40 W. Lake, inside the “Gallery of Shops.”

The Saturday Pedway Tour starts at Block 37 Mall at 108 N. State between Randolph and Washington.

FINISH: Monday ends at Randolph & Michigan. Saturday tour ends at Michigan & Wacker.

EXPECTATIONS: About a mile and a half, good amount of walking, ups and downs and escalators, etc.



Fridays at 1:00PM –  $20.00

For oh so many years the Chicago River was not um, pretty. It was polluted (it still is, a little), buildings would build their backs to the river. But now all has changed! The Chicago Riverwalk is the best new part of Chicago. I actually used to do this tour and stopped because well, the magic wasn’t there.

But the magic is back! I’m so proud of this new part of Chicago, I’m resurrecting this tour. So come on the New NEW Riverwalk Tour and see the best new part of the city. This is the prettiest tour of ’em all. We talk architecture, Trump (just take the “T” off the building), we’ll see the Chicago Tribune Building and the Wrigley Building,. We’ll see the new “River Theater,” watch the crazy kayakers, talk about how Chicago played God in reversing the flow of the Chicago River (sorry St. Louis, so, so sorry) and then you will be astounded by THE prettiest view in the city. Trust me, your photographs cannot fail in this spot. Cannot.

We’ll wrap up in a place where you can easily walk to Navy Pier or walk right to the Magnificent Mile.

This, this is the walk of a lifetime. I’m honestly so excited about this, I want to share it with absolutely everyone.

START: North East corner of Clark and Wacker – I’ll be in the red baseball cap.

EXPECTATIONS: This is a good amount of walking, at least a mile, maybe more. There are flights of stairs to go up and down, but only twice! The tour does NOT end where it starts, probably again, about a mile away. There is NO inside and it can be hot and sunny (yes!) so be prepared for any weather.

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Thursdays at 11:00AM and Saturdays at 1:30PM-  $28.00 – this includes your binoculars that you get to keep! Tour is 90 minutes-ish.

This tour will change the way you look at the world around you forever. I mean that too. ForEVER!!! If architecture is the mother of all arts, what is the art that adorns the mother of all arts!? Am I right?

Armed with a pair of binoculars (that you get to keep!), and a hilarious and knowledgeable tour guide (me!),  we head out to look where no one else really is, ON THE BUILDINGS. Do you have any idea what’s really up there? I do! We’ll meet griffins, demons and gargoyles! There are Satyrs and Green Men, laughing sphinxes and some mythical animals I really need to ask your opinion on, because I have no idea what they are!

There’s a language here, a language we used to know but have since forgotten. We’ll see all the great creatures on the buildings and learn where they came from but also why.  Ornament may be useless – structurally useless- but it’s not arbitrary. Come with me and learn the language again – it’s not so hard – like riding a bike.

START: Sculptures just east of the Chicago Board of Trade 141 W. Jackson – I’ll be in the red baseball cap.

FINISH: Daley Plaza – 50 W. Washington

EXPECTATIONS: This tour moves quickly! We walk about a mile, maybe a mile and a half. There is looking up! Not all the time, but there will definitely be looking up. City streets and all that entails – curbs, noise, street. The tour is all outdoors, so dress for the weather!

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Thursdays at 4:00PM – 90 minutes – 20$

The Favorite Things tour is just that – all of my favorite things in the Loop!

I love giving all my tours, but this one, THIS ONE is my absolute favorite! It has all the things Chicago is known for: Skyscrapers! Fancy hotel lobbies! Art! History! It’s the funny, sad and passionate stories about the men and women who made this city what it is. This tour is everything great about Chicago. We’ll see Chicago’s prettiest lobby where our history is laid out in Tiffany glass! You know, like we do.

We’ll learn about a sad and dramatic architect rivalry, where if you like underdogs, I got one for you!

This tour is a great education in why Chicago is such an amazing city. It’s perfect for your first or second day visiting too, you’ll have a great idea of why this is such a great city, and by the end you might even be able to throw out some architectural terms for your friends at home. Fancy.

It’s a passion tour, it’s all the things that make me love this city. I want to share them with you, wandering around the Loop on a sunshiny day is how it’s supposed to be.

START: Harold Washington Library lobby – 400 S. State

FINISH: Washington & Michigan Ave

EXPECTATIONS: A pretty good walk, we clip along. It’s city streets, some stairs, elevators, escalators, etc. Maybe 1 – 1.5 miles.

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Sundays at 1:00PM and Fridays at 3:00PM – cost is 20$ per guest

What do a dense army captain, an unbalanced boat and mess of ghost cows have in common? They’re all included on the Disaster! Tour. This award winning tour (named Best New Tour by Chicago Magazine!)  takes you through a series of unfortunate incidents, from the largest theater fire in the history of the world, to the um…mistake…made by the Dave Matthews Band in 2004.  We’ll wander through creepy alleys, go underground to the Pedway and look out for ghosts swimming in the Chicago River. No part of the urban fabric is free from mayhem! Come discover how human folly and regrettable timing led to Chicago’s greatest disasters and alternately, it’s greatest victories. This tour does have some sensitive information on it, it’s a death and destruction tour, but we probably laugh more on this tour than any other, don’t let the death and destruction scare you.

START: The NW Corner of Wacker & Wabash by the statue of George Washington and friends.

FINISH: Clark St. and the river

EXPECTATIONS: This tour is a good amount of walking in and around the Loop, about a mile and a half. It’s a  quick-moving tour with ups and downs, escalators and a few stairs and such.

The Disaster! Tour


THE FOLLOWING TOURS ARE AVAILABLE FOR PRIVATE TOURS OR BY APPOINTMENT ONLY! I’m fun by appointment only, which really just means, “private tour.”A private tour can be as little as one or two people (it’s a 60$ minimum!) so it’s not fancy, unless you want it to be fancy!







Fresh off the success of a Second City tour, the 12-year improv vet who’s “done funny” at the Playground, iO and Annoyance, among others, says she’ll break into impersonations, which include urban planner Daniel Burnham, the late Mayor Richard J. Daley (who, she added, “sounds remarkably similar to Junior”) and Bertha Palmer. – Time Out Chicago

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