Historic Places to Visit in Chicago

Chicago, or the "Windy City" as it is colloquially known, is a bustling metropolis filled with history, culture, and beautiful architecture. From surviving the Great Chicago Fire of 1871 to its iconic landmarks on the National Register of Historic Places, the city has an abundance of historic sites that chronicle its resilience and ingenuity. So get out there and rediscover your local historic gems, they might not always be history.

(Photo credit@USATODAY1OBest)

The Chicago Water Tower

The Chicago Water Tower, straddling Michigan Avenue , is more than a building; it’s a monument to endurance. Constructed in 1869, this limestone beauty is one of the few buildings that survived the devastating Great Chicago Fire of 1871. Its endurance makes it worth visiting for anyone who wants to commune with the city’s storied past. The surrounding area is filled with shopping, dining, and scenic views along Lake Shore Drive, striking the ideal balance of history and modernity.

The Rookery Building

Designed by architects Daniel Burnham and John Root in 1888, the Rookery Building is a National Historic Landmark that mixes modern innovation with old-world charm. Its interior, remodeled by Frank Lloyd Wright in 1905, contains some of the most beautiful architecture in Chicago. Be sure to get a glimpse of the light court, which seems part cathedral and part sci-fi atrium.

(Photo credit@JamesCaulfield/therookerybuilding)

Pullman Historic District

The Pullman Historic District, near 115th Street, is a National Monument that narrates the history of industrial America. This distinct neighborhood was created in the 1880s as an intended area for workers of the Pullman Company. The tree-lined streets and stately homes give the impression of a different century. This region has also loomed large in labor history and the civil rights movement, including moments that would inspire leaders such as Martin Luther King Jr.

Hull House

Hull House, founded by Jane Addams in 1889, is a landmark of social reform in the United States. Situated on South Halsted Street, the site serves as a poignant reminder of progress made in women’s rights and immigrant advocacy. You can then visit the museum today to discover more about the amazing work that took place here, and how it has shaped modern-day Chicago.

Chicago Board of Trade Building

Chicago Board of Trade Building (or simply Board of Trade Building) is really a worthy representation of Chicago’s economic power. Finished in 1930, it’s an Art Deco skyscraper that looms over LaSalle Street. With its magnificent entrance and its clock-topped facade, this National Historic Landmark is the epitome of sophistication. Fun Fact: It has been featured in movies like The Dark Knight!

The Chicago History Museum

To appreciate Chicago’s remarkable story, you must visit the Chicago History Museum. Kelvyn Park, near Lincoln Park, houses intriguing exhibits for the Great Chicago Fire, the city’s links to African American history, and more. Be sure to check out their large collection of artifacts that seem to bring Chicago’s history to life.

The Martin Luther King Jr. Living Memorial

This one comes to you from the City of the Broad Shoulders: A Living Memorial in Marquette Park honoring Martin Luther King Jr.: Throughout Chicago, the legacy of Martin Luther King Jr. is honored by various landmarks, including a Living Memorial in Marquette Park. This site commemorates his work in the fight to end discrimination in housing and promote equality during his time in Chicago. It’s a quiet place to ponder his contributions to the civil rights movement.

Frank Lloyd Wright’s Robie House

Few styles rival the beauty of Frank Lloyd Wright’s Prairie Style home; neither rival nor imitator can equal the original, the Robie House. The National Historic Landmark, in the Hyde Park neighborhood, offers guided tours that give insight into Wright’s genius and impact on modern design.

State Street

The iconic State Street, where history and retail therapy meet. A bustling place made famous as “that great street” by Frank Sinatra, the stretch has not only played host to the construction of department store forerunners like Marshall Field’s (now Macy’s) but also to historic events that helped shape the city. Whether you’re strolling or shopping, State Street is the heart of Chicago.

The National Monument at Pullman

Yes, the Pullman Historic District is so great it gets a second mention. It’s also designated a National Monument in the National Park System, ensuring its place as one of the most important historic sites in this country. The visitor center hosts in-depth tours and exhibits exploring its place in labor history and architecture.

Some More Gems

Lincoln Park: A Blend of Nature and History

More than lush greenery and scenic views, Lincoln Park is a historic clearing for Chicago history. This vast park, which runs along Lake Shore Drive, contains a number of historic sites, including the Lincoln Park Conservatory and the Chicago History Museum. Did you know that the park used to be a small cemetery? It was transformed into the sprawling park we know today after the Chicago Fire of 1871.

Walk through its gardens, see the Lincoln Park Zoo, or visit statues dedicated to the likes of Abraham Lincoln. The Chicago History Museum offers an exploration of the many fascinating stories that make up the city of Chicago, ensuring that you will always be making progress as a history buff. It’s a great place to take in nature while learning how the city has developed.

The park is also the site for events throughout the year, providing a vibrant space for local residents and tourists alike. Whether you find yourself snapping pictures of amazing architecture, or eating lunch by the lakeside, Lincoln Park is a serene spot of history within a bustling city.

Union Station: A Beaux-Arts Marvel

Take a step back in time as you enter Union Station, a Beaux-Arts masterpiece that has seen Chicago’s eventful history. More than a train station, this stunning structure has been designated a national historic landmark and was designed by architect Daniel Burnham and completed in 1925. Its Great Hall, which boasts a 110-foot-high skylight and marble-clad interiors, is stunning and has provided a backdrop for many movies, including The Untouchables.

Union Station was a key feature of Chicago’s history of transportation, linking the city to the rest of the United States. Today, it is still a busy center for commuters and travelers alike. Apart from its function, Union Station symbolized an era when rail travel was the height of luxury and ingenuity.

Visitors, can marvel at its grand design or take the train to discover other parts of Illinois. Whether you’re a lover of breathtaking architecture or simply want to walk through a piece of history, Union Station is a must-do in any plan for Chicago.

Historic Prairie Avenue District: Chicago’s Elite Past

The Prairie Avenue Historic District transports you back to the late 19th century when it was home to some of Chicago’s richest families. In this area, at 18th Street and Michigan Avenue, the meticulously maintained mansions were built before the time of the Great Chicago Fire, and represent the architectural opulence of the day.

Among the most prominent homes is the Glessner House, designed by Henry Hobson Richardson. Now a museum, it provides a glimpse of the lives of Chicago’s elite during the industrial boom. Walking the byways of Prairie Avenue is like stepping onto a time capsule with cobblestone and historic sites in every direction.

The district was once the center of social life in Chicago, hosting power brokers who literally helped develop the city. It’s a perfect place for lovers of history, beautiful architecture, and a quieter getaway from the crowded downtown.

Navy Pier: History Meets Entertainment

Navy Pier is perhaps most famous today as a vibrant entertainment hub, but its origins are steeped in history. Built in 1916 as Municipal Pier, it was initially a cargo dock and station for passenger ships. During World War II, it accompanied military training camps and eventually became the tourist hub it is today.

As you stroll the pier, you’ll see historical plaques describing its evolution. The combination of historic sites and modern attractions, such as the iconic Ferris wheel and public art installations, make it a fascinating place to explore.

Navy Pier is an example of how the city can continue its historic past into the modern day, whether that’s taking a boat ride on Lake Michigan or heading to the Chicago Children’s Museum. Insider tip: go at sunset for a pretty view of the Chicago skyline and a fitting sense of this city.

The Maxwell Street Market: A Cultural Melting Pot

Maxwell Street Market, near 115th Street, is an exciting historical site that showcases Chicago’s immigrant roots. Founded in the late 1800s, it emerged as a meeting place for African American, Jewish, and other immigrant communities who helped weave Chicago’s complex cultural fabric.

The market, known for its busy vibe and street vendors, offers everything from antiques to genuine international cuisine. It’s also the home of Chicago blues, with legends such as Muddy Waters and Howlin’ Wolf once playing the streets here.

From its humble beginnings a few blocks away, the market has eventually moved on, but it was a historic site in the city of Chicago that people had cherished. It’s a great place for anyone visiting to sample local culture, listen to live music, and eat good food. For those who enjoy history and culture, Maxwell Street Market is a must-stop.

Chicago Cultural Center: A Hidden Gem of Art and History

The Chicago Cultural Center, located on State Street, is one of the city’s lesser-known but incredibly stunning historic sites. Opened in 1897, it originally served as the city’s central library. Its interiors are nothing short of breathtaking, featuring a Tiffany stained-glass dome—the largest of its kind in the world—and intricately designed mosaic walls.

Beyond its stunning architecture, the Cultural Center hosts free art exhibitions, performances, and lectures, making it a cultural hub in the city of Chicago. The building itself is a testament to Chicago’s commitment to preserving historic sites while promoting contemporary art and culture.

FAQs

What Are the Top Attractions I Should Visit on a Tour in Chicago?

Chicago is full of historic landmarks such as the Chicago Water Tower, Rookery Building, Hull House, and the Pullman Historic District. Other essentials to visit: the Chicago Board of Trade Building, the Frank Lloyd Wright Robie House a mix of history and breathtaking architecture.

Which Tour Offers the Best Overview of Chicago’s Top Sights?

The See the Best of Chicago Tour by See Sight Tours is a great way to see the city's highlights. This tour includes iconic sites such as the Chicago Bean, Skydeck Chicago, and The Ledge, as well as a river cruise that will guide you through the city's architectural splendor.

Is there an evening tour highlighting Chicago’s beauty at night?

Yes, the scenic Night Chicago Tour showcases illuminated landmarks and stunning nighttime views of the city, making it a magical experience.

Can I Book a Private Tour of Chicago for a More Exclusive Experience?

Yes, See Sight Tours offers a Chicago Private Tour that includes visits to the major attractions, including Buckingham Fountain and Cloud Gate, as well as a Lake Shore Drive cruise . This is a custom and unique experience!

Are There Any Walking Tours Available for Those Who Prefer Exploring on Foot?

Definitely! With the Best of Chicago Walking Tour, get an intimate look at the city’s hidden gems and historic sites.

Honorable Mentions

Michigan Avenue’s Historic Mile

This stretch of Michigan Avenue, known as the “Magnificent Mile,” offers a mix of modern attractions as well as historic landmarks such as the Wrigley Building.

African American History in Chicago

Chicago was a key participant in the Great Migration when many African Americans sought new opportunities. This important chapter is noted at sites like the DuSable Museum of African American History.

Lake Shore Drive: A Scenic Gateway

Not a historic site in and of itself, Lake Shore Drive provides fantastic views of Chicago’s skyline and historic neighborhoods. An excellent vehicle for a relaxing drive!

Conclusion

With a rich history that’s told through National Historic Landmarks and chronicled in its museums, Chicago is a city unlike any other. The city of Chicago has never backed down from a challenge, from surviving the Great Chicago Fire to its current international status as an architectural mecca.

So whether you’re roaming up and down State Street, ogling Frank Lloyd Wright’s most breathtaking work, or uncovering the tales behind the Pullman Historic District, you’re likely to depart with memories as rich as the city’s history.