Deals on Unique Chicago Themed Gifts from Detours

chicago holiday deals gifts tours

Chicago Detours has some pretty unique, Chicago themed gifts for the Chicagoan in your heart. We are runningour annual Holiday Tour of Drinks, Daleys and Dead Guys and offering some astonishingly rare holiday deals for a limited time. In our early days, we offered deals for our tours on sites like Groupon. But since platforms like that have devolved from curated quality to cheap pandemonium, we have pretty much eliminated steep offers like those. Until now!

Free Unique Chicago-Themed Gifts on Black Friday

On Black Friday, if you buy $100 or more in gift cards via snail mail, we’ll give you a $25 gift card and a Detours skyline mug (mug shipping included), for a total of $50 extra value). This mug makes for a very cool and unique Chicago-themed gift. The gift cards make great stocking stuffers. They are valid for any of our regularly scheduled public tours.

Three of our tours, the Loop Interior Architecture Walking Tour, the Historic Chicago Walking Bar Tour, and the 1893 World’s Fair Walking Tour with Bars, are running all year long. The tours stay mainly indoors, which makes them a perfect outing for the weather in anything from January to July.

Book with code SKYLINEMUG, only good until midnight on Friday, November 25. 

historic chicago bar tour jazz and blues holiday deals

Free Upgrade on a Private Bar Tour for a Unique Chicago Gift

If you book a private group Historic Chicago Walking Bar Tour between Saturday, November 26th, and Thursday, December 1st, we’ll throw in a free food AND drink upgrade. That’s a value of up to $272!

The private Historic Chicago Walking Bar Tour explores the drinking and nightlife culture of Chicago in several watering holes along Michigan Avenue’s Magnificent Mile. It’s perfect for corporate team events, bachelor and bachelorette parties, or family outings for the holidays. This makes it a special Chicago holiday deal.  

The offer is good for any available date in 2016 or 2017, but you must book by 12/1/16. Mention deal when you call 312.350.1131 or email

Cyber Monday ONLY- Stay Tuned!

Only on Cyber Monday, we are offering a pretty extreme offer. Check back on our Facebook and Twitter for details. Hint: it will involves tour gift cards. These are great to give your friends or family a cool experience of Chicago’s history, architecture, and culture with a walking tour. Like our 1893 World’s Fair Walking Tour with Bars, for example! 

All deals are valid until midnight on their specific day. We hope you take advantage of this special opportunity for unique Chicago themed gifts for the holidays. We don’t offer deals like this often! 

– Alex Bean and Amanda Scotese



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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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