Chicago: Downtown Highlights Running Tour

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This spectacular running tour of downtown Chicago enables you to get your miles in and enjoy amazing views and visit the most popular attractions of the city at the same time!


  • Indulge in your passion for running while enjoying breathtaking views of Chicago
  • Learn about the history of this amazing City while keeping active and fit
  • Sweat and Sightsee Simultaneously


For runners from around the world, this is absolutely a “bucket list” activity and the most memorable experience you will have while visiting Chicago! This casual paced, guided running tour will take you through and around the most iconic sights that Chicago has to offer. Enjoy the most spectacular views of this stunning city as we take you along the Lake Michigan shoreline, through Downtown and “the Loop”, across the Chicago River and finally up Michigan Avenue as we share some of the incredible history that has made Chicago so famous. From gangsters to marine disasters as well as cultural and architectural highlights this is a fantastic way to see and hear all about the 'Windy City' in a relatively short amount of time while actively Do not plan to break any personal best times though, as we make stops along the way to talk about the sights and take pictures for you to share with friends and loved ones! Some of the sights we visit include Navy Pier, 'The Bean', Buckingham Fountain, the Art Institute and many more! This is a run you will never forget and an experience that no hotel treadmill can compare!


Live running tour guide

Important Information

  • This tour will take place rain or shine (unless dangerous conditions) This is a casual paced run but please have some experience as a runner

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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