Chicago Prime Tours was created out of a genuine love for Chicago and its surrounding areas. We have a passion for sharing its stories, neighborhoods, and hidden gems to visitors and residents.
- Narrative-Led Tours
- Curated Themed Experiences
- Exclusive Access & Expert Collaborations
- Intentionally Designed Routes
Featured Tour
The Bloodlines of Chicago: The Serial Killer Tour
Step into the darker side of Chicago’s history, where true crime meets the Windy City’s infamous past. Explore the sites tied to America’s most notorious serial killers, John Wayne Gacy, the “Killer Clown” who haunted the streets of suburban Chicago; and Jeffrey Dahmer, whose gruesome acts shocked the nation.
Coming Soon
Coming Soon: Journey of the Flag | Chicago History & Sightseeing Tour
Experience the story of Chicago like never before with Journey of the Flag. This sightseeing adventure is in the heart downtown. This tour uncovers the powerful legacy behind Fort Dearborn, the devastation from the Great Chicago Fire, and the re-birth tied to the World’s Columbian Exposition, while witnessing Chicago’s world-famous skyline. Explore a variety of breathtaking iconic landmarks, legends, and resilience that shaped the city, while learning the meaning behind the symbols of the Chicago flag. Learn how each star, stripe, and historic site tells the story of innovation, perseverance, and civic pride.
Bus Staging Location:
201 E. Randolph, Chicago
Pick up location is in front of the Millennium Park Welcome Center.
Our Commitment
At Chicago Prime Tours, our goal is simple: to make your time in Chicago unforgettable by offering authentic experiences, engaging storytelling, and top-tier service from start to finish.
Chicago Serial Killer Tour
Step into the shadows of Chicago and uncover chilling stories that shaped the city’s history. The Chicago Serial Killer Tour takes you through real locations connected to infamous crimes, offering a gripping, story-driven experience guided by expert narrators.
This is not fiction. These are real cases, real places, and unsettling truths hidden behind the city’s iconic streets.
Chicago True Crime Tour
Step beyond the surface of one of America’s most iconic cities and uncover the real stories that shaped its past. The Chicago True Crime Tour takes you deep into gripping cases, infamous criminals, and unsolved mysteries, all set against the backdrop of historic streets and neighborhoods.
This is a storytelling experience rooted in real events, designed to inform, engage, and leave you thinking long after the tour ends.
Chicago Gangster Tour
Travel back to the roaring 1920s and 30s, when Chicago was ruled by powerful crime syndicates, secret speakeasies, and legendary gangsters. The Chicago Gangster Tour brings to life the stories of ambition, power, and betrayal that shaped the city’s criminal empire.
Walk the same streets where deals were made, rivalries exploded, and history took a dangerous turn.
Chicago Bus Tour
Explore the best of Chicago without the hassle of walking long distances. The Chicago Bus Tour offers a relaxed, guided journey through the city’s most iconic landmarks, vibrant neighborhoods, and architectural highlights, all from the comfort of a modern sightseeing bus.
Perfect for first-time visitors and those who want to see more in less time.