Chicago Highlights Driving Tour Questions Answered!

On our Chicago Highlights Detour 101 we take private tour guests to see a lot of Chicago’s primary tourist attractions which we discuss regularly. Chicago Detours tour guides like myself are all passionate about Chicago history and know a lot, but sometimes we still get stumped. So I dug into some tour questions we couldn’t quite answer from curious people on our Chicago Highlights driving tour.  

How did the Water Tower survive the Great Chicago Fire?

underground chicago water tower water crib tunnel
Did the Water Tower survive the Great Fire because it was full of water? Image via Wikimedia

Let’s start with one of the oldest structures in Chicago, the Historic Water Tower which survived the Great Chicago Fire.  My initial response to this tour question was: because it was full of water. However, we did a little extra research and found that it was mostly likely thanks to fireman Frank Trautman. He covered the Water Tower in sails and blankets that he soaked in the lake to save the structure from burning. Great job, Frank!

Why did Dearborn Station stop being a train station?

dearborn station highlights 101 private tour
Dearborn Station is a striking historic building we discuss on our Chicago Highlights driving tour. Photo by Pawel Skrabacz

Dearborn Station is a building I have loved since I was a child because of the dramatic way it dead-ends Dearborn Street. I hadn’t thought of it as much more than a facade. At its peak in the 1920s, it welcomed 146 trains per day and more than 17,000 passengers. That would be a long-distance train arriving in Chicago every ten minutes or so! Like many declines in the 20th century, it was caused by the proliferation of the car and a national shift from railway to highway traffic.  So by 1971 the railroad companies that stopped there over history had gone bankrupt. The station closed to passengers and the railyard was demolished a few years later.  

How big is…?

Eiffel Tower sketch height comparison
The Eiffel Tower was much much taller than anything in French or Chicago history up to that point. Image via Wikimedia.

The questions that stump me the most on the Chicago Highlights driving tour are about the size of things, especially in comparison to other icons worldwide. As a letters gal, I always struggle with how to answer these questions on the spot during our tours. I researched some numbers to put a few things in perspective.  

“How does the Ferris Wheel compare in size to the London Eye?” 

On the Chicago Highlights driving tour, we share the story of the Ferris Wheel’s world debut at Chicago’s 1893 World’s Fair. We point out the present-day Ferris Wheel at Navy Pier, which at 196 feet would have been dwarfed by the 264-foot-tall original from 125 years ago. Guests often wonder how the original Ferris Wheel compares to another of its modern-day descendants, though–the London Eye. At 443 feet, the London Eye would be almost twice the size of Chicago’s original Ferris Wheel. However, let’s remember that the London Eye was built more than a century later!  

Let’s compare the first Ferris Wheel instead to some of its contemporaries.  Chicago invented the Ferris Wheel in 1893 as a response to the popularity of the Eiffel Tower at Paris’s Universal Exposition of 1889.  So how do those two compare? The Eiffel Tower is 1,063 feet tall, which is about 81 stories. That makes it almost four times as tall as the Ferris Wheel! I’ve actually spent a good amount of time in the shadow of the Eiffel Tower myself. And I’ll even admit it’s still difficult to wrap my mind around that size except to say that it’s pretty darn big. 

Let’s take another comparison, also from the French, to help. From toe to the tip of her torch’s flame, the Statue of Liberty is 305 feet tall. Though that is still taller, our original Ferris Wheel would reach to her crown. Here is the original sketch of the Eiffel Tower which shows it in comparison to other French monuments.  

“How big is Lake Michigan?”

highlights skyline lake michigan
Guests on the Chicago Highlights Private Tour who take in the skyline from this view may think Lake Michigan is an inland sea. Photo by Pawel Skrabacz.

Because you can’t see land on the other side, Europeans on our private driving tours sometimes call it a sea, and I must assure them that it is indeed a lake. The size of Lake Michigan could be answered in so many ways, listing all kinds of boring numbers. But that’s not what we want! Let’s put those sizes in perspective.

Once I heard that Great Britain could fit into Lake Michigan. That idea sounded so cool that I had to verify it. Turns out, that comparison was a little off. The five Great Lakes combined are nearly the same size as the United Kingdom, which is still pretty cool to help understand those dimensions. Lake Michigan is about the size of West Virginia or, for my Europeans, Croatia.  

“Is Lincoln Park as big as Central Park in New York City?” 

Chicago Highlights Tour Lincoln Park Nature Boardwalk
Lincoln Park is both older and bigger than Central Park in NYC. TAKE THAT, GOTHAM! Image via Wikimedia.

At first, even I assumed that Central Park must be bigger, then I decided that I needed to check the facts to be sure. Turns out, Lincoln Park is almost one-and-a-half times larger than Central Park! Lincoln Park is also about a decade older.  

Thanks for the encouragement to learn more about some of my favorite parts of Chicago. We hope this encourages you to come on our tours and ask more questions! The Chicago Highlights Tour is a fun private driving tour for large or small groups. We accommodate anyone from two guests in a Tesla sedan to big groups of 100s of guests at one time. The tour shows you Chicago’s amazing architecture while your professional tour guide shares forgotten stories from Chicago history. Book a private tours with us by calling us at 312-350-1131 or send an email to

– Elizabeth Tieri, Lead Tour Guide


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Private Tour Coordinator and Tour Guide

There is no shortage of things to discover in Chicago—I love being an urban explorer and uncovering its hidden places. I have an MA in Public History from Loyola University Chicago, and I have worked as a museum educator and kindergarten teacher. My desire to learn new things fuels my passion for educating others, which I get to experience every day as a Chicago tour guide. I live in the northern neighborhood of Rogers Park.

“Our guide Ellen was exceptional and gifted with a great personal touch.”


Tour Guide

Whether you are a first-time visitor or a lifelong resident, the vibrant history and modern majesty of Chicago never ceases to amaze. I’m a graduate of Columbia College with an M.A. in Interdisciplinary Art. I’ve worked for many years as an educator at City Colleges of Chicago. As tour guide at Chicago Detours, I integrate my enthusiasm for culture and architecture with my passion as an educator. West Town/Noble Square area is home for me.

“Jen was a perfect storyteller and kept us spellbound for hours.”


Tour Guide

With our Chicago neighborhoods, vibrant cultural institutions and nearly two centuries of larger-than-life stories, there’s never a dull moment here! I’m a fifth generation Chicagoan and a graduate of Washington University in St. Louis. In addition to guiding tours, I’m a creative writer and amateur genealogist. I also enjoy the city’s dynamic theater scene. You can also read overlooked stories from 19th-century newspapers on my “Second Glance History” blog. I live in River North.


Tour Guide

Chicago is unique as it always evolves into the future while holding on to the past. I’m fascinated by how people latch on to old architecture but happily pave over others. My background is in theater and performance and I’ve been a tour guide here for more than 10 years. Currently I’m finishing my Master’s in Public History at Loyola University because I love to teach the history of this scrappy city. I’m in the Edgewater neighborhood.


Operations Coordinator and Tour Guide

Chicago’s history is so fascinating, you could spend a lifetime uncovering its secrets…I’m willing to give it a try! I have an M.A. in US History from the University of Nevada-Las Vegas and then pursued doctoral studies in Urban History at the University of Illinois at Chicago. I love to learn new aspects of Chicago’s rich history and then share my knowledge as a tour guide with Chicago Detours. I live in Ravenswood.

“Marie was a bubbling fountain of information and contagious enthusiasm.”


Operations Coordinator and Tour Guide

As a fourth generation Chicagoan, I have been living and loving Chicago by bike, on foot, public transit or automobile. I am a graduate of UIC where through the College of Urban Planning and Public Affairs, began my eagerness to understand the nature, history and impacts of urban planning and development. It is incredibly rewarding to give back to this wonderful city by helping out in the office of Chicago Detours. I live in the incredibly diverse neighborhood of Albany Park.
“Sonny was extremely knowledgeable about all things Chi-town.”
Wade K


Content Manager and Tour Guide

Chicago has so many neighborhoods, buildings, and by-ways that it’s hard to go long without seeing something new, or something familiar from a new angle. I studied Cinema History for my M.A. from the University of Chicago. I’ve worked as a culture writer for various publications and as an educator of the humanities at the City Colleges of Chicago. I’m thrilled to share my love of this city’s busy past and unique architectural spaces with Chicago Detours. I live in the Chicago neighborhood of Lincoln Park.

“Alex was fascinating to listen to. He clearly knows his history and it shows.”
Katie K

Amanda Scotese

Executive Director and Tour Guide

I’m an interpreter of personal stories from the past and the city’s landscape. I love to imagine what originally happened inside old unmarked buildings, and what forces have shaped their design. I studied Chicago history, architectural history, and anything Chicago-related through my M.A. in the Humanities at the University of Chicago. My love for stories was enriched by my B.A. in Literature from the University of Michigan. I’ve written travel articles for publications like Rick Steves’ Italy best-selling travel guides, the San Francisco Bay Guardian, and The Chicago Food Encyclopedia. I live in the Chicago neighborhood of West Avondale.
“You can TELL Amanda is hyper-passionate about doing the research and getting the story that nobody’s heard before.”
Shelby F

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