Top Chicago Tours and Attractions for Any Taste


If by land or by sea (OK, Lake Michigan and the Chicago River), among Chicago’s history is the place to be! These tours rank among concierges favorites for seeing Chicago in the best ways possible:

Big Bus

See Chicago’s coolest landmarks and attractions on this 14-stop hop-on, hop-off tour with expert guides. From the north side to the south, Big Bus takes you on a full Chicago experience that leaves you with a wealth of knowledge and excitement about the city.

Chicago Line Cruises

Hop on board Chicago Line Cruises and experience Chicago’s beautiful architecture from a river view. Chicago Line Cruises offers the Architecture Cruise, Fireworks Cruise, Jazz Cocktail Cruise, and more where you’ll learn about the most iconic buildings in the city.

Gray Line

From the South Shore to the North Side and everywhere in between, Gray Line is a concierge favorite for their diverse tour offerings (Pizza Tour anyone?) and their knowledgeable guides. See historic landmarks and exciting photo ops across the city.

Absolutely Chicago Segway

What better way to experience Chicago than by segway?! Glide along Lake Shore Drive, Museum Campus, or Lake Michigan and see Chicago from a completely unique view. Shaq rides one, so you should too!

Chicago Trolley & Double Decker

Choose your experience – either Downtown, Wrigley Field and Lincoln Park, or Land, Lake, & River – with one of Chicago Trolley & Double Decker’s tours! See some of the most exciting sights around Chicago by bus or by boat and learn all about the storied history of Chicago’s most impressive architecture and landmarks.

Chicago Crime Tours

See where Chicago’s most notorious mobsters and gangsters like Al Capone, HH Holmes, and John Dillinger committed even more notorious crimes with Chicago Crime Tours. You’ll have a chance to explore crime scenes across Chicago and learn about some of the most jaw-dropping crimes committed from the 19th century to present day.

Chicago Architecture Center

Choose from 85 architecture tours through the Chicago Architecture Center – yes, 85 tours! There is something for everyone at Chicago Architecture Center, including skyscrapers, L train, tours by bike and by foot, hotels, and more. Roxana Barszcz of Corporate Concierge Services loves this experience for it’s unique sites and educational component.

Shoreline Sightseeing

Cruise down the Chicago River or Lake Michigan by boat or water taxi to see some of the most scenic sights Chicago offers. Bring your camera to see some epic views and learn about the buildings in Chicago’s iconic skyline and through all three branches of the Chicago River.

Chicago Cultural Center

Come for the beauty, stay for the events! The Chicago Cultural Center was built in 1897 and was once Chicago’s first public library, but is now home to a plethora of free public events. Experience Chicago’s music, dance, theater, art and much more at the Chicago Cultural Center in one of the most history buildings in the city.

Klairmont Kollections

Check out Chicago’s most impressive car collection at Klarimont Kollections and see vehicles previously owned by R. Kelly, Mae West, President Eisenhower, and many more. Joan Hohs, event planner and concierge at MILA Chicago loves that even if you aren’t a car enthusiast, you’ll be impressed with this 100,000 square foot venue which houses more than 300 vehicles from the 1900s to present day.


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