Reserve Online

Private Tours

Experience Chicago Like Never Before with Our Award Winning Private Walking Tours

Private Chicago Tour

Explore Chicago like never before with our personalized Private Chicago Tours. Led by expert local guides, our tours are custom-designed to fit your schedule and focus on your unique interests, ensuring a truly memorable journey through the city.

Starting at just $250, our private tours accommodate groups of up to 25, offering an exclusive and flexible way to experience Chicago’s top attractions, historic neighborhoods, and vibrant culture. Whether you want a comprehensive 2-hour city overview or a deep dive into themes like Chicago’s iconic architecture, our knowledgeable guides are ready to craft an unforgettable adventure just for you.

Private Walking Tours

  • Flexibility: Choose your preferred start and end times.
  • Custom Experience: Focus on your interests—architecture, neighborhoods, history, or hidden gems.
  • Local Expertise: Led by passionate Chicagoans with in-depth knowledge.
  • Group Friendly: Starting at $250 for groups up to 25.

Whether you’re looking to explore a specific neighborhood or take a closer look at the architectural marvels of Chicago’s skyline, our skilled guides are here to deliver an unforgettable experience.

Ready to create your own Private Chicago Tour? Contact us now to start planning your personalized adventure in the heart of Chicago. Prefer to join a scheduled tour? Check out Free Chicago Walking Tour calendar.


    Name (required)

    Email (required)

    Group Size (required)

    Tour Date

    Additional Details (Tell us about your group and what you would like)

    Benefits of Choosing a Private Chicago Tour:

    • Custom Start and End Points: Begin and finish your tour at locations that are convenient for you.
    • Flexible Timing: Select start and end times that fit your group’s schedule.
    • Personalized Experience: Choose the sights and stories that interest you most.
    • Expert Local Guide: Enjoy 2+ hours with a knowledgeable Chicago guide—ask all the questions you want!
    • Set Your Own Pace: Explore at your speed, covering as much or as little as you prefer.

    Private Chicago Tour ideas:

    • Chicago Loop
    • Millennium Park
    • Chicago Riverwalk
    • Chicago Crime, Gangster and Mafia
    • Magnificent Mile
    • Lincoln Park

    Private Chicago Tours are great for:

    • Interns & Corporate Outings
    • School Field Trips
    • Family Reunions
    • Team Building