15 Reasons to Love Chicago

· Updated · BootsnAll

Though it’s often called the Second City, Chicago will always be number one in the hearts and minds of many people – both residents and visitors – who are captivated by the world-class museums, funky street fests, beautiful beaches and fantastic food. Here are 15 reasons to love Chicago.

1) Think there’s a lot to see and do in Chicago? You’re right. The city is home to about 40 museums, over 200 theaters, more than 200 independent art galleries, and over 7000 restaurants.

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The Adler Planetarium opened in 1930 as the Western Hemisphere’s first planetarium. The Field Museum is home to Sue, one of the largest and most complete T-Rex skeletons ever found. When the Shedd Aquarium opened in 1930, it was the largest in the world. It has since doubled, and is now home to 32,000 marine animals. And the Lincoln Park Zoo, founded in 1868, is the country’s oldest free public zoo, with an annual attendance of more than three million.

2) Chicago is extremely multi-cultural.

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Chicago has long had one of the largest Polish communities outside Poland. It’s also home to large numbers of Latinos, Italians, Irish, and other Eastern Europeans such as Serbians, Croatians, and Ukrainians. Visitors looking for some international food options can choose from Mexican, French, Italian, Thai, Croatian, Greek, Germany, Vietnamese, Korean, Ethiopian, Western African, Chinese, Indian, Swedish, and more.

3) Chicago is resilient.

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The first skyscraper was built in Chicago….after nearly the entire city was destroyed in a fire.

On the night of October 8, 1871, a small fire started in the O’Learys’ barn, southwest of downtown. The old legend has it that a cow kicked over a lantern, but no one actually knows what started the famous inferno. The Great Chicago Fire swept across the city until the early hours of October 10, killing about 300 people, leaving 100,000 without homes, and destroying more than 2,000 acres of land, 73 miles of roads, and some 17,500 buildings. But the fire ushered in an era of new development, and out of that the new city was born.

4) Chicago is unique.

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The Chicago River flows backwards. In 1900 engineers reversed its flow so that it drains away from Lake Michigan and toward the Mississippi River. Each year, the Chicago River is dyed green to celebrate St. Patrick’s Day. And at the Old Main Post Office at 433 W. Van Buren, now an office building, the Eisenhower Expressway runs right through the middle of the building.

5) Chicago is big, really big. How big?

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With more than 2.6 million square feet, Chicago’s famous McCormick Place has the most exhibit space of any convention center in North America. Chicago is home to the world’s largest water filtration plant, the Jardine Water Purification Plant, and one of the world’s largest industrial bakeries, Nabisco’s plant on Kedzie Avenue. At about 24 miles, Western Avenue is the longest street in Chicago, and the Harold Washington Library was the largest public library building in the world when it opened in 1991.

6) Chicago is a city of invention and a city of firsts.

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The nation’s first blood bank was opened in Chicago in 1937. The first televised U.S. Presidential debate was held here in 1960. The first Ferris Wheel was erected in Chicago for the 1893 World’s Columbian Exposition (the Centennial Wheel on Navy Pier carries on the tradition). The first drive-through bank opened in 1946, the first steel rail road in the U.S. was made in 1865, and the first mail-order business (Montgomery Ward & Co.) was established in 1872 – all in Chicago. The tv remote was also invented here , as well as that sugary sweet delight, the Twinkie.

7) You want history? Chicago has history.

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Chicago was settled by Native Americans long before Jean Baptiste Point du Sable, the city’s first permanent non-Native settler, arrived and made a home. In fact, the name Chicago comes from the Algonquin word “Chigagou,” which translates to “onion field.” The city was so named for the many onion fields around it. In later years, Chicago would serve as the start of the infamous “Route 66″ which begins at Grant Park on Adams Street in front of the Art Institute. And Wrigley Field, home of the Chicago Cubs, is the 2nd oldest baseball stadium still in use. It was built in 1914 and seats about 40,000 people.

8) Chicago was once the Hollywood of the Midwest and still has strong ties to the film industry.

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Chicago served as the setting for many tv shows and movies, including “ER,” “Perfect Strangers,” “The Bob Newhart Show,” “Family Matters,” “Married with Children,” “Batman Begins” and “The Dark Knight,” and of course, “Ferris Bueller’s Day Off.” Chicago’s been a part of the film scene since the beginning. Many of the early films, including many featuring Charlie Chaplin, were filmed at Essanay Studios, which is now home to St. Augustine College at Lewis University on the city’s north side.

Beyond serving as a set for movies, the city is tied to the film industry in many ways. Walt Disney was born in Chicago, what is now Universal Studios started here, Siskel and Ebert got their start here, and the Emmy statuettes are produced here (the Oscars were made here too, until 2016). The first TV daytime soap opera ever to air in the United States (“These Are My Children”) was broadcast from Chicago, though the show only lasted a few weeks before being canceled.

9) Chicago summers make the long, cold winters worth it.

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Nothing compares to Chicago in summer, when there’s a street festival every weekend, farmers markets bring fresh produce to the city and Chicagoan head to the beach in droves. Wait…beaches in Chicago? Yes, Chicago has more than 20 swimming beaches along the 26 miles of shoreline within the city limits. Some have a more party-like atmosphere, some are dog friendly, but all provide access to the shores of Lake Michigan.

10) Chicago is a gateway to the U.S. and beyond.

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Chicago is home to one of the busiest airports in the world –O’Hare International , just 17 miles northwest of the city. It is a hub for both United Airlines and American Airlines and welcomes over 2,000 flights each day and nearly 85 million passengers a year. And, both O’Hare and Midway are accessible via Chicago’s public transportation, the el.

11) Chicago reaches for the sky.

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The Willis (formerly Sears) Tower was the tallest building in the world for 25 years and is still one of the tallest in the Americas at 110 stories. From the Skydeck, 1353 feet above ground, you can see four states – Indiana, Illinois, Michigan & Wisconsin. The elevators in the tower are among the fastest in the world, rising and descending at 1600 feet per minute.

The John Hancock Center is shorter than the Willis Tower, but it is still one of the tallest buildings in the US, and since 2018 it has gone by its address, 875 North Michigan Avenue. The 100-floor building is 1500 feet tall (including its antennae) and houses offices and 700 residences. The Signature Room restaurant on the 95th floor closed in 2023. The 94th floor observatory, now called 360 Chicago, over 1000 feet above street level, is enclosed by a mesh screening for open-air views of the city. The beams of the buildings, which used enough steel to make 33,000 cars, contrast with over 11,000 glare-proof extra-thick window panes, giving the building its unique appearance. Construction took five million hours over 36 months, with over 2000 workers at one time. About three floors were created per week, which was an extremely quick pace.

12) Chicago accepts all kind of love.

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Chicago is home to a large gay and lesbian community. In fact, the first organization for homosexual rights in America was established here in 1924 (though it was short-lived). Mayor Daley designated a section of Halsted Street in the area known as Boystown as a gay neighborhood, which is now home to dozens of gay-owned businesses and gay bars. It’s also where the annual Gay Pride Parade (one of the largest in the country) is held in June, and where August’s Market Days Festival takes place. Chicago has played host to the Gay Games (in 2006) and is home to a city-sponsored Gay and Lesbian Hall of Fame.

13) Chicago is green.

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When Chicago was incorporated in 1837, it chose the motto Urbs in Horto, a Latin phrase which means “City in a Garden”. Today, the Chicago Park District runs more than 600 parks on over 8,800 acres. There are 31 beaches, two conservatories, 16 historic lagoons, 10 bird and wildlife gardens, and the 18-mile Lakefront Trail. Lincoln Park, the city’s largest, is 1200 acres and is second only to New York’s Central Park in number of annual visitors. The Parks district operates the nation’s largest municipal harbor system.

The city’s most notable park – Grant Park – is 319 acres and contains Millennium Park, the Museum Campus, Buckingham Fountain, and the world’s largest rooftop garden. It hosts hundreds of free festivals and events each year, including the world’s largest outdoor food festival, the Taste of Chicago. In 2006, 3.6 million people from around the world attended the Taste of Chicago festivities.

14) Chicago is delicious.

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Though deep dish pizza and Chicago-style hot dogs are considered the city foods, Chicago’s 7000-plus restaurants offer something for every palate. From the ultra cheap to BYOB to luxurious multi-course meals expertly prepared by some of the best chefs in the world, Chicago dining has something for everyone. Several Top Chef contestants have been from Chicago, including season 4 winner Stephanie Izard, season 3 runner-up Dale Levitski, and Top Chef Masters season 1 winner and local celeb-chef, Rick Bayless.

15) Chicago is a sports town.

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Chicago was named the Best Sports City in the United States by The Sporting News in 1993, 2006 and 2010. The city has two Major League Baseball Teams – the White Sox and the Cubs. The Bears have won nine NFL Championships, including Super Bowl XX. The Bulls won six championships in eight years and some of the sport’s best players, like Michael Jordan and Scottie Pippen, have played on the team.

The Chicago Marathon has been held most years since 1977 (a half marathon ran in its place in 1987, and the 2020 race was canceled because of the pandemic) and is one of the seven World Marathon Majors. Soldier Field hosted FIFA World Cup games in 1994, and the Race to Mackinac, a 330-mile sailboat race held each July is the longest annual freshwater sailing distance race in the world.

Convinced yet? Book your trip below!

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