Sightseeing in Chicago, Illinois

Get ready for an unforgettable experience at the 360 Chicago Observation Deck, located on the 94th floor of 875 North Michigan Avenue (John Hancock Center)! With 360 Chicago tickets, soak in breathtaking panoramic views of the Windy City and Lake Michigan from 1,000 feet above the Magnificent Mile. Elevate your Chicago trip with this must-see attraction! Details

This Chicago architecture boat tour by Wendella showcases over 50 architectural landmarks like Marina City and Willis Tower in 45- or 90-minute options. Enjoy narrated skyline views from open-air decks or climate-controlled interiors. Each cruise blends history, design, and unforgettable riverfront perspectives. Details

Join the Shoreline Architecture River Cruise from Michigan Avenue and witness the city’s incredible architecture and engineering marvels from the Chicago River! Cruise past over 40 iconic buildings, from the majestic John Hancock Center to the historic Wrigley Building, as your expert guide shares the history of the buildings, their architects and engineers. Details

Take in Chicago’s skyline from an open-top double-decker bus. Big Bus Tours Chicago makes sightseeing effortless with a hop-on, hop-off service. See famous landmarks like Millennium Park, Willis Tower, and Navy Pier while learning from insightful commentary. Ride at your own pace, capturing stunning views with convenient stops near top attractions. Details

Indulge in a premier Chicago dinner cruise aboard Odyssey Lake Michigan. Departing from Navy Pier, pass by iconic landmarks such as Willis Tower, Adler Planetarium, and more. Whether celebrating a special occasion or simply looking for a unique dining experience, this dinner cruise in Chicago offers an unforgettable evening of elegance and fine dining. Details

Set sail on a Chicago lunch cruise for a casual day out on Lake Michigan aboard the Spirit of Chicago. Departing from the iconic Navy Pier, the cruise will pass by iconic landmarks such as the Willis Tower and Adler Planetarium. Feast on a delectable chef-prepared lunch buffet while enjoying stunning views of the Chicago skyline and onboard entertainment. Details

See Chicago from the ground up and from way up high on this private Chicago walking tour! Discover more about The Windy City while taking advantage of all the city has to offer– including the expansive trails of Millennium Park, the opulent stores on Magnificent Mile, unique art and architecture that defines the city, and a stunning view of the Chicago skyline. Details