Things to Do in Chicago

Chicago offers 511+ bookable tours, activities, and experiences for visitors. Some of the highest-rated experiences include "Small-Group Sightseeing Boat Tour in Chicago", "Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago", and "Chicago Crime and Movies Tour". Popular categories include food and drink tastings, and more.

Tour prices in Chicago range from $30 to $508 per person, with an average starting price of around $161. Budget-friendly walking tours and self-guided options are available at the lower end, while premium private tours and multi-day excursions are at the higher end. About 95% of listed tours offer free cancellation for added flexibility.

The best time to visit Chicago, United States depends on your interests and the type of activities you plan to enjoy. Most tours and indoor attractions operate year-round, making Chicago a great destination in any season. Outdoor activities and day trips may be more enjoyable during milder weather months. Booking popular experiences in advance is recommended, especially during peak tourist season and local holidays.

Yes, 19 out of 20 tours currently listed for Chicago offer free cancellation — that is approximately 95% of all available experiences. Look for the "Free cancellation" badge on listings, which typically allows you to cancel up to 24 hours before the experience for a full refund.

Chicago offers a diverse range of experience types to suit every traveler. Available categories include food and drink tastings. Use the category filters on this page to narrow down experiences by type, and sort by rating, price, or duration to find exactly what you are looking for.