CHICAGO · ILLINOIS
The best of Chicago.
The 6 best private & custom city tours in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.
Chicago private custom city tour with hotel pickup. See Millennium Park, Loop, Lincoln Park, Hyde Park and Wrigley Field in 3–4 hours.
Most Popular“The bean and Wrigley field. Buying cub jerseys personalized. The skyscraper view at navy pier. Chicago university.”
A half-day small-group Chicago combo with a narrated drive, Cloud Gate and skyline stops, plus an included architecture river cruise.
“I showed up to the pick up spot 15 minutes earlier like advised and no one showed up. I tried to contact Viator, the operator of the tour, and I even responded to the automated text reminding me about pick up. It says in the description that the tour operator will attempt to reach out…”
Private 2-hour downtown architecture walk from Chicago Theatre to Cloud Gate, with Pedway tunnels, river views, Picasso, and included snacks.
“Dash is very knowledgeable concerning the architecture in the various buildings it was apparent he enjoyed his job top notch tour”
A private custom walking tour of Chicago with a local guide, flexible route, museum exteriors focus, and practical city advice for your day.
“Visite irrégulière en intérêt..”
Chicago night driving with Willis Tower Skydeck, Cloud Gate, and a post-dark Chicago River cruise. Small group, $189, about 3.5 hours.
“Unbelievable Chicago skyline and architecture, very personable guide, a great sample of must sees in the city”
Private Chicago scenic drive with hotel pickup, photo stops at Wrigley Field and Millennium Park, plus Route 66 and Grant Park views.
“Our guide, Deen Ajeigbe, did a fantastic job of showing us around Chicago! He pointed out numerous sites and answered any questions we had.”
From the river and the skyline to the gangster trails, the lakefront and the deep-dish counters, every way to spend a day in the city.
