Here are 6 Biggest Celebrities Who Live in Chicago

Chicago is home to numerous celebrities, both A-list and B-list, who have a deep affection for the city. Celebrities from all walks of life have been drawn to the incredible attractions of Chicago. Whether it’s the vibrant nightlife or the mouthwatering deep-dish pizza, these famous individuals can’t help but sing the praises of the Windy City’s remarkable amenities.

Biggest Celebrities Who Live in Chicago

Oprah Winfrey

The most famous person who lives in Chicago is Oprah Winfrey. But, of course, she spends time in many places. In some ways, it seems like Oprah owns a home in every place you can think of. The rich woman has been known as the Queen of All Media for a reason. For that reason? A well-known person who knows how to handle her money well.

Winfrey owns a penthouse in Chicago, as well as a beautiful home in Florida, one in Los Angeles, and a place in New York State. Rumor has it that she doesn’t like to talk about where her apartment is. You can only guess what kind of epic decorations she has there.

Kanye West

It’s true, yes. In his eight years as a child, Kanye lived in Chicago with his mom, Donda. He is from Chicago. The address of his childhood home, 7815 S. Shore Drive, has become famous in hip-hop because he talks about it so much in his songs.

Ye took a break from his time in South Shore for a while. But he bought the house he grew up in 2020. It’s safe to say that he loves the city and how it’s changed him.

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Barack Obama

When one of the best presidents of our time lives in a place, you know it must be pretty great, right? Barack Obama was the 44th president of the United States. Since his two terms are over, he’s bought a lot of houses, but he and Michelle still own their Chicago home.

Chicago has always been a favorite place of the Obamas. Since they’ve done so much for a country that’s in such bad shape, it makes sense that they’d want to relax in style here.

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John Cusack

If you like movies from the 1980s, you may remember John Cusack from 16 Candles. After that, he’s been busy in the movie business, and it doesn’t look like he’s going to stop any time soon. But that doesn’t mean he lives in LA all the time.

Cusack is one of many famous people who was born in Chicago. He grew up in the city and is said to still have a house there, mostly because he is a huge Chicago Cubs fan. He has to be nearby to watch those games, right?

Kristin Cavallari

During her time on the hit TV show The Hills, Kristin Cavallari became the “it” girl that every teen wanted to be like. Cavallari is still living a very nice life, even though she isn’t on the cover of every girl magazine anymore.

Based on what we found, she is happily married to Chicago Bears quarterback Jay Cutler. He has to play in Chicago, so it’s not a wonder that her happily ever after is in the middle of the city.

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Vince Vaughn

Vince Vaughn is another well-known Chicagoan. There is no doubt that Vince Vaughn loves Chicago. This is something that all of his fans know. It makes sense since he’s worked for the city for so long. He still owns land in the city and goes there every once in a while.

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