Private Chicago Tours

Chauffeured, fully private tours built around your group: a downtown sights and architecture loop (the Loop, Magnificent Mile, Museum Campus, lakefront), neighborhood and food tours, brewery and distillery runs, and Fox Valley and Wisconsin winery trips. You set the stops; one chauffeur stays with you the whole time.

Each tour in the form is a flat package, not an hourly meter and not a one-way transfer. Book it at least 2 weeks ahead. The form shows the package price. Call (224) 801-3090.

Yes, these are some of our most popular trips. A Sprinter van or party bus carries the group between Chicago breweries and distilleries or out to Fox Valley and southern Wisconsin wineries, so nobody drives. We hold the schedule loose so you can linger at the stops you like.

From a couple in a sedan up to 40 in a party bus. A six-passenger Escalade suits a family, a 14-passenger Sprinter fits a friend group, and a party bus handles birthdays, bachelor and bachelorette parties, and corporate outings. See the full fleet for capacities.

Yes. Tell us the stops, the timing, and the vibe and we map a route, or we suggest a classic Chicago loop if you would rather we plan it. The chauffeur knows the city, handles parking and navigation, and keeps the day on schedule.

Often. We pair an O'Hare or Midway pickup with a city tour for visiting clients and conventions, and run team outings and client-entertainment days for Chicago companies on a corporate account with Net-30 billing.