There are two options for this tour, so you can find something that fits your needs best. The 3-hour or the extended 5-hour for those that would like to take some extra time during their visit.
The Tour starts with your private guide picking you up at your hotel and together you will start exploring the historical and architectural highlights which make up the story of Chicago. Rest assured that during this Tour you will have the chance to discover all the important landmarks, attractions, and areas that make Chicago famous.
Explore Chicago’s southern and downtown highlights on a private 3-hour tour featuring the city’s most famous landmarks, museums, parks, and architecture.
Explore Chicago in depth on a private 5-hour city tour covering the Center, South, and North sides — from historic landmarks to stunning lakefront views and vibrant neighborhoods.

The tour begins along Michigan Avenue and its famous Magnificent Mile, lined with luxury shops and boutiques. Continue south to cross the Chicago River via the DuSable Bridge and reach Millennium Park, home to the iconic Cloud Gate sculpture, as well as Maggie Daley and Grant Parks.
Admire the renowned Art Institute of Chicago and the Buckingham Fountain before heading toward the Museum Campus, where you’ll find the Field Museum of Natural History, the Shedd Aquarium, the Adler Planetarium, and Soldier Field Stadium. From here, enjoy panoramic views of Chicago’s skyline and Navy Pier.
Next, travel south to Hyde Park, home to the prestigious University of Chicago and the beautiful Museum of Science and Industry. The tour then returns downtown through the Chicago Loop, the city’s financial and cultural heart, where you’ll see striking examples of late 19th to 21st-century architecture and works by artists such as Picasso, Miró, Calder, Chagall, and Dubuffet.
This comprehensive private tour begins in the heart of downtown Chicago along Michigan Avenue and its famous Magnificent Mile, known for luxury shops and architectural landmarks. Continue south, crossing the Chicago River via the DuSable Bridge, to visit Millennium Park, Maggie Daley Park, and Grant Park — home to the world-renowned Buckingham Fountain and the Art Institute of Chicago. Next, travel through the Museum Campus area, where you’ll see the Field Museum of Natural History, the Shedd Aquarium, the Adler Planetarium, and the iconic Soldier Field. From here, enjoy panoramic views of the skyline and Navy Pier.
The route continues south toward the elegant Hyde Park neighborhood, home to the University of Chicago and the impressive Museum of Science and Industry. Afterward, head north to explore the city’s cultural and residential gems: the historic Old Town, beautiful Lincoln Park with its zoo and gardens, and the scenic Gold Coast lined with mansions and the John Hancock Center.
You’ll also see Lakeview and Boystown — lively neighborhoods filled with local character — as well as Wrigley Field, home of the Chicago Cubs, and the charming areas of Uptown and Lincoln Square. This 5-hour journey captures the essence of Chicago’s diverse architecture, culture, and history from south to north.
Not suitable for People with significant mobility limitations
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