Pick city, brewery, wine, architecture, or game-day
Private Chicago Tours
See Chicago on your own schedule with a private chauffeur: downtown sights and architecture, neighborhood and food tours, brewery and winery runs in a luxury SUV, Sprinter, or limousine. You set the stops; one chauffeur handles the driving, parking, and timing all day.
Hourly, upfront rate · 4-hour minimum · Weekday savings Mon–Thu
Private Chicago tours by chauffeured SUV, Sprinter, or limo: downtown sights and architecture, neighborhood and food tours, brewery/distillery and winery runs. As-directed hourly (sedan $125/hr, SUV $150/hr, 3-hour minimum), tolls are not included, no gratuity added, weekday savings Mon–Thu. Up to 40 passengers in a party bus.
What private Chicago tours do you offer?
Every tour is fully private and built around your group. The classic is a downtown sights and architecture loop: the Loop, the Magnificent Mile, Museum Campus, and the lakefront. But we also run neighborhood and food tours, and out-of-the-city trips to Sprinter-van breweries and Fox Valley wineries. You set the stops and the pace; the chauffeur handles the route, the parking, and the timing.
Chicago Tours & Experiences
Architecture & Skyline
The city that invented the skyscraper, from a back seat, not a bus seat.
View tour →Sightseeing Tour
The Bean, the lakefront, and the landmarks at your own pace.
View tour →Food Tour
Deep dish, tacos, and dumplings across the neighborhoods, one car, zero parking.
View tour →Brewery Tour
Taprooms across the city with a chauffeur who handles the driving.
View tour →Distillery Tour
Craft distilleries and cocktail rooms, no designated driver needed.
View tour →Wine Tour
Chicago wine bars and tastings, chauffeured door to door.
View tour →Illinois Wine Country
Fox Valley and Illinois vineyards, a full-day escape.
View tour →Holiday Lights Tour
Chicago's lights on a heated leather seat, seasonal.
View tour →Music Tour
Blues, jazz, and live-music venues across the city.
View tour →Photo Tour
The best shooting locations, chauffeur-driven between stops.
View tour →Also see our group wine tours, sightseeing packages, and wine-country day trips, or build a custom package.
How much is a private Chicago tour?
Tours are booked as as-directed hourly service: a sedan from $125/hour, a six-passenger SUV from $150/hour, and a 14-passenger Sprinter or party bus from $270/hour. Sedans and SUVs carry a three-hour minimum, Sprinters and party buses four. Fares are upfront (tolls are not included, fuel shown in your quote, no gratuity added) and weekday rides Mon–Thu save 10% automatically. See full instant online quotes.
Can you do brewery or winery tours?
Yes, among 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 has to drive. We keep the schedule loose so you can linger where you like, and the chauffeur gets everyone home safely. Great for birthdays, bachelor and bachelorette parties, and corporate team outings.
Private Chicago Tours, FAQ
Tour types, pricing, brewery & wine, group size, custom itineraries
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.
Tours are booked as as-directed hourly service: a sedan from $125/hour, a six-passenger SUV from $150/hour, a 14-passenger Sprinter Limo from $189/hour and a party bus from $270/hour. Sedans and SUVs carry a three-hour minimum, Sprinters and party buses four. Fares are upfront (tolls are not included, fuel shown in your quote, no gratuity added) and the rate is locked when you book. Call (224) 801-3090 for a quote.
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.
See Chicago Your Way.
Private, chauffeured, on your schedule. Build a tour or let us plan the classic loop.
Plan a Private Chicago Tour
City · Architecture · Brewery & wine · Up to 40 passengers · Weekday savings Mon–Thu
Book Chicago Tours
The fare locks in the booking form. Same chauffeur the whole way. Call (224) 801-3090 if you would rather talk it through.