Chicago

One of the largest cities and major travel hubs in the U.S., Chicago boasts nearly 200 years of history and a constantly evolving culture that never stops rising in the Windy City.


Architectural Appreciation

Preservation of the old and integration of the new speaks through the city’s architecture. One of the best opportunities to learn about the city’s landscape is from a Wendella’s architectural cruise tour weaving through the Chicago river.


Sights to See

The Chicago Riverwalk stretching a little over a mile long, loops around the Chicago River for a scenic skyscraper view.

The historic Route 66 begins in Chicago traveling through eight states and ending in Santa Monica, CA.

Formerly the Sears Tower, the Willis Tower is the third-tallest building in the Western Hemisphere. With stunning panoramic city views, Skydeck Chicago elevates the experience with a glass observation platform attracting tourists for a unique photo op.

The Navy Pier is one of Chicago’s and the Midwest’s top attraction stretching out in Lake Michigan. Iconic sights include the Navy Pier Ferris Wheel, Aon Grand Ballroom, and Chicago’s Children Museum.


Art & Culinary Culture

Established in the 19th century, Art Institute of Chicago is one of the largest & oldest museums in the country, showcasing 300,000 works of art from cultures across centuries. Chicago’s most famous and an American classic is Grant Wood's "American Gothic.”

Other notable outdoor sculptures include 91.5 WBEZ (Left), Cloud Gate “The Bean” (Middle), and Constellation (Right).

As a true melting-pot city, Chicago brings flavorful food to every corner, creating an endless culinary adventure. The city’s talent and hustle are reflected in its long-standing restaurants, which serve as pillars of their communities. Classics include: The Berghoff, Giordano’s (a deep-dish icon), Lou Mitchell’s, Billy Goat Tavern, and Jim’s Original.

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St. Thomas