Top Chicago Running Tours

Join us for the most memorable experience you will have while visiting Chicago! For runners from around the world, this is definitely a “bucket list” activity. This casual paced, guided running tour will take you through and around the most iconic sights that Chicago has to offer. We will take you along the Lake Michigan shoreline where you will take in the most spectacular views of the beautiful city skyline, through Downtown and “the Loop” to cross the Chicago River where we will share some of the incredible history that has made Chicago so famous, from gangsters to marine disasters, and finally up Michigan Avenue to enjoy the cultural and architectural highlights of the Chicago Art Institute, famous historical building and so much more! You will not break any personal best running 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!

Explore a new side of Chicago and the city's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, John Dillinger, and more famous figures hung out. There are ample chances to get out of the bus and pose for pictures in front of a historic courthouse, among other infamous sites.