Our picks

Operators we researched and recommend in our own guides, selling the same experience with a live calendar and free cancellation on most listings.

230 bookable experiences in Chicago, 43 of them about food and drink. 20 of the operators we recommend in our own guides sell there too, and those come first below. Prices start from USD 8, and most listings can be cancelled free up to 24 hours ahead.

For what we actually recommend eating and doing, start with our own guides: food tours in Chicago, cooking classes, markets and day trips worth eating your way through. This page is the bookable layer under them.

Also compare: ExperienceFirst in Chicago · GoWithGuide in Chicago · Tiqets in Chicago · Tripster in Chicago

Food and drink experiences

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Tastings, food walks, cooking classes and dinners on the marketplace, best reviewed first.

Day trips from Chicago

On its own page

Trips out of the city with transport included. Our own day-trips page covers the towns worth eating in; these are the coaches and drivers that get you there.

Tickets and attractions

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Timed entry, skip-the-line and city cards. Book these ahead in high season.

Guided tours

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Walking, bike and themed tours of the city itself.

On the water

See all 27

Cruises and boat trips.

Private tours

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Your own guide, your own pace, priced per group rather than per person on most listings.

Airport transfers and getting around

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Pre-booked transfers and transport passes.

Also bookable on Viator

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The same city on Viator (Tripadvisor's marketplace), top rated first: a third place to compare dates and prices.

Also bookable on Musement

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The same city on TUI's Musement marketplace: tickets, tours and tastings, food and drink first. A second place to check dates and prices.

More things to do in Chicago

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