What Goes Into Starting a Tour Company?

Amanda Scotese starting a tour company

Starting a tour company is a daunting challenge! Here Amanda, our Executive Director, shares her experience as an entrepreneur with her tour company in Chicago, which was founded in 2018. In 2020, the tour company became a virtual events company. Here are her thoughts on going into small business in the travel and events industry. […]

Three Tips for Planning a Chicago Family Reunion

Planning a Chicago family reunion can be tricky.  With multiple days, multiple age groups, and multiple guests with multiple opinions. At Chicago Detours, we’ve arranged many a Chicago family reunion. We’d like to share with you a little of the knowledge we’ve learned. Here are three tips that will help you plan a memorable Chicago […]

The Best Free Rooftop Views of Chicago

free rooftop views Chicago Fine Arts Building

We want to highlight the best free rooftop views of Chicago. After all, paying for cover and drinks at the swanky rooftop bars isn’t exactly cheap. You can still get that sweet skyline view on the cheap, though! Heading into famous and overlooked buildings and finding a hidden vista is one of the great downtown […]

Learn How We Guide Chicago Walking Tours in Winter

Leading Chicago walking tours in winter presents a unique set of challenges. Chicago, you may have heard, tends to be grey and cold in the winter. Now, don’t get me wrong, there’s still plenty of great reasons to visit Chicago in winter. Leading a winter tour is much easier when the weather is nice, though. […]

Five Ways to Appreciate Chicago’s Historic Buildings

Chicago's historic buildings Reliance Building virtual events remote team building

Chicago’s historic buildings are a three-dimensional manifestation of our city’s history and culture. If these buildings could talk, they would have endless stories to tell about the city and the many people that have passed through. Read here to learn how to better understand the architecture around you, and imagine, if Chicago’s buildings were among the […]

Four Engineering Secrets that Help You Survive Winter in Chicago

pedway group tour at symbol

It can be a real challenge to survive winter in Chicago. The bone-chilling cold, pothole-strewn roads, battering blizzards, and endless slate grey skies make for a brutal experience. From the first chills of October to the lingering muck of May, most locals can only focus on how to simply make it through winter in Chicago. […]

What’s New at Navy Pier?

For our outing this month, the Chicago Detours team decided to head out to see what’s new at Navy Pier. Much like our Segway tour adventure in September, we wanted to change gears for a Chicago experience more frequented by tourists than locals. I’ll admit that my interest was also piqued because 2016 marks the centennial celebrations for Navy […]

Three Fun New Places to Visit for Student Groups in Chicago

Chicago attracts student groups from around the world. This outline of new places to visit was made specially for teachers, group leaders and student group tour operators. Since we offer student group tours of Chicago, we know what students like! If you’re planning a student group visit to Chicago, we hope this information on some new places […]

What’s a Chicago Segway Tour Like?

Recently, the Chicago Detours team took a night off and went on a Chicago Segway tour. It may seem more touristy than our “Detours” style, but none of us had ever done a Segway tour before. Plus, we spend so much time as tour guides, that being tour guests sounded fun. We toured with our […]

Where to Stay in Chicago: Historic Hotels

Often on our architectural walking tours, locals and tourists alike will ask me about the best Chicago hotels. Being a Chicago native, I cannot recommend from experience. Instead, I recommend from history. Here are some of the best historic hotels in Chicago. There where I would stay if given the excuse. Maybe the Most Legendary […]

Ellen

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.”
Robert
GetYourGuide

Jen

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.”
Heather
TripAdvisor

Elyse

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.

Anthony

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.

Marie

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.”
Lorit
TripAdvisor

Sonny

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
TripAdvisor

Alex

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
Yelp

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
Yelp

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