World's Flattest Hike, South & West Loop

Chicago, United States

Experience hosted by Jennifer Catherine

3 hours, Hosted in English
Committed to safety
This host committed to Airbnb’s COVID-19 safety guidelines.
Up to 10 people

What you'll do

*NEWLY AVAILABLE ON AIRBNB*

Join me for the “World’s Flattest Hike!” As a 5th generation Chicagoan I would love to show you some of the most interesting historical, visual, modern, artistic and architectural places Chicago offers, paired with stories, fun facts and history of the sites. We will also have time to take some insta-worthy shots for your collection.

The tour takes you from the South Loop, through Chicago’s front yard, across the bustling downtown area, over the Chicago River past Greektown and to the newest restaurant district in Chicago’s West Loop. See more than just the tourist sites (but also some of the famous ones) as we hike through the Loop together!

The tour is about 3 miles of consistent walking mostly outside, over mainly flat sidewalk terrain and includes some stairs and one 15 minute food and bathroom break. Please bring mask for the tour, to be used per CDC guidelines.

You can also follow me on Instagram at wfhswloop for Chicago fun facts and photos I think are cool. Food, events, pretty much anything that’s Chicago.
*NEWLY AVAILABLE ON AIRBNB*

Join me for the “World’s Flattest Hike!” As a 5th generation Chicagoan I would love to show you some of the most interesting historical, visual, modern, artistic and architectural places Chicago offers, paired with stories, fun facts and history of the sites. We will also have time to take some insta-worthy shots for your collection.

The tour takes you from the South Loop, through Chicago’s fron…

Meet your host, Jennifer Catherine

Host on Airbnb since 2017
  • 1 Review
  • Identity verified
I am a 5th generation Chicagoan with a Bachelors in History from the University of Illinois. I want to share my appreciation and passion for the City’s art, architecture, history and beauty with visitors and residents of Chicago looking for a fun, informative and interesting hike through the Loop!
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From $50
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$50 per person

Where you'll be

In front of the Agora (aka Headless Sculptures) by Magdalena Abakanowicz on the corner of Michigan and Roosevelt.

1 review

Abdullah
August 2021
Jenn was a great tour guide. You can really tell she has a passion for the City and is a great storyteller. Excellent tour, would recommend!

Choose from available dates

5 available

Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Government ID

You’ll need to take a picture of yourself that matches the photo on your ID. This is so Airbnb can confirm who’s actually going on the experience. You’ll only have to do this once.

Guest requirements

Up to 10 guests ages 10 and up can attend. Parents may also bring children under 2 years of age.

What to bring

Recommend you wear walking shoes, bring water and weather appropriate clothing & accessories