Run a curated route past Chicago’s top sights with history stops
1.5 Hour
See Chicago’s popular attractions at a casual pace on a guided running tour. Stop along the way to hear stories about the “Second City” and take photos.
This is not a race, and you will make stops for history and photos.
Full refund with 24 hours notice of cancellation. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price and receive no refund.
No. You run at a casual pace and stop along the way to talk about Chicago history and take photos.
Bring as little as possible.
401 N Michigan Ave Chicago, IL 60611
City Fit Tours has built a loyal following among travelers who want to combine sightseeing with exercise, and it's easy to see why. Guides like Lindsay, Holly, Tara, Jackie, and John consistently earn praise for being knowledgeable, friendly, and accommodating to different fitness levels. Most runners appreciate that the guides match their pace, pause for photos, and share interesting facts about NYC along the way. The company offers both group runs and personalized tours, with routes covering Central Park, the bridges, and neighborhood highlights. Even locals report discovering new spots and learning surprising history. That said, one reviewer had a disappointing experience where the guide didn't check in on the group's pace and seemed to lack route planning, making the tour feel rushed and disorganized. This appears to be an outlier though, as the vast majority of feedback highlights guides who are attentive and flexible. Many reviewers are repeat customers who book with them in multiple cities, which speaks volumes about consistency. It's a creative way to knock out your morning workout while actually seeing the sights, and several people mentioned it set a great tone for the rest of their day.
I thoroughly enjoyed this running tour! My guide was prompt on arrival time and was very knowledgeable about the Central Park history and monuments. The run was beautiful and provided breaks when needed.
Jill Jefferson
July 5, 2026
I thoroughly enjoyed this running tour! My guide was prompt on arrival time and was very knowledgeable about the Central Park history and monuments. The run was beautiful and provided breaks when needed.
Jill Jefferson
July 5, 2026
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