Discover Chicago's highlights with a personalized and exclusive private tour.
Compare the best private sightseeing tours in Chicago — see prices, durations, and book with instant confirmation.

Compare top-rated private sightseeing tours in Chicago. Small-group and guided options with local experts — see prices and availability below.
Chicago private sightseeing tours provide a customized exploration of the city. These experiences offer flexibility and personalized attention, perfect for those seeking a unique travel experience. Enjoy the freedom to tailor your itinerary and discover the Windy City at your own pace.
Compare top-rated private sightseeing tours in Chicago — guided experiences, local experts, and small-group options. See prices, durations, and availability.
Looking to book? View all available private sightseeing tours in Chicago with live pricing and instant confirmation.
Enjoy a tour designed to match your interests and pace, with a dedicated guide.
Customize your tour to see the attractions you want, when you want.
Benefit from the knowledge of local guides who are passionate about Chicago.
Work with your guide to create a sightseeing plan that matches your interests and preferences.
Enjoy the freedom to set your own pace and spend as much time as you like at each location.
Often, these tours include special experiences that aren't available to everyone.
Capture stunning photos of Chicago's landmarks and hidden gems with your guide's help.
Book your private tour in advance, especially during peak seasons.
Discuss your interests with your guide beforehand to tailor the itinerary.
Wear comfortable shoes as you'll likely be doing a lot of walking.
Don't hesitate to ask your guide questions; they are there to help!
A: Tour durations vary depending on your selected itinerary and preferences. Generally, tours can last from a few hours to a full day, offering flexibility to suit your schedule.
A: Yes, many private tours are excellent for families. Guides can adapt the tour to be child-friendly, incorporating activities and adjusting the pace to suit younger travelers.
A: The price typically includes the services of a private guide and transportation, if specified. Admission fees to attractions and meals are usually not included unless otherwise stated in the tour description.
Explore comprehensive guides to plan your perfect trip, including food tours, cultural experiences, and more.
Be aware of potential extra costs when planning your Chicago tour.
When arriving in Chicago, USA, you can find and compare a range of airport transfer options to reach your final destination. Travelers can select from various providers serving both O'Hare International Airport and Midway International Airport, ensuring a convenient journey after your flight.
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