The Best Chicago Books

If you are thinking of taking a trip to Chicago, reading one of our best Chicago books before you go is a great way to get familiar with the city and decide how you want to spend your time here. Chicago is an enormous city full of history, culture, and a vibrant nightlife. If you really want to make the most of your trip, start here.

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111 Places in Chicago That You Must Not Miss

While in Chicago, it’s important to make the most of your time here. There are so many great things to do in this city it can almost seem overwhelming. Of all the Chicago books in our list this one gives it to you straight.

This book pinpoints all of the best attractions in Chicago in a list-style format. A book like this is a great read for the plane ride over! If you are driving, let somebody else take the wheel so you can check out this incredibly well put together book.

The million dollar question is: Can I see all 111 places in one visit? Technically sure, we don’t see why you couldn’t. That might take you longer than you anticipate as most locals haven’t seen all 111 in their lifetime. We think you should see all 111 over a few different trips in different seasons too.

Chicago: Then and Now

This popular picture-based book shows how the skyline of Chicago has changed over the years. This is the perfect book for lovers of history and architecture!

After you get back from your trip, you can also put this book out on your coffee table as it makes a perfect coffee table book! If you did go to some of the sites listed in the book, you can talk about these places with your guests. This book serves as a helpful guide as well as a great educational experience!


Not For Tourists Guide to Chicago 2018

If you are not taking one of our Free Chicago Walking Tours and still want to check out some of the best sites, getting a few guidebooks before you head to the city is always a great idea! And honestly, even if you are touring with us it’s not a bad idea to grab a guidebook.

One of our favorite guidebooks come from  ‘Not For Tourists’ series. These guidebooks are advertised as a way to travel the city like a local! Not only will this help you avoid embarrassing tourists cliches, but navigating the city comfortablely will help you make the most of your time when you travel.



Lonely Planet Chicago (Travel Guide)

This is another incredibly popular travel guide. When searching for a travel guide, the more reputable the company the better the information will be. The Lonely Planet guides have tons of useful information for every age group and interest! Sure, you can read up on blogs and articles on the internet, but having a book with this much information is a great way to make sure you do not miss everything.





No matter what your interests are, Chicago has something for everyone. Whether you are coming to the city for business or pleasure, you should make the most out of your time while you are here! Our short list of the best Chicago books will have you feeling like a local. We hope you enjoy your stay!

Did we miss a great book? Let us know!

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