Chicago People

20 Celebrities Who Call Chicago Home

Chicago has its fair share of celebs who call the city, “home.” Whether born and raised, or a resident for a point in time, these famous celebrities have true ties to Chicago. We all know Oprah and Kanye, but not about these surprising Chicagoans. Scroll below for 20 familiar faces, plus a bit about their history in the Windy City.


Here are 20 celebrities with ties to Chicago:


Kanye West: The rapper grew up in Chicago and recently received an honorary doctorate degree from the School of the Art Institute of Chicago.

Cindy Crawford: The DeKalb native has said her Midwestern roots helped keep her grounded through her three-decade modeling career.

Michelle Obama: Former first lady was born in Chicago, where she would eventually meet Barack Obama while working in law.

Vince Vaughn: The actor grew up in Buffalo Grove and Lake Forest, graduating from Lake Forest High School in 1988.


Bill Murray: The comedian was born in Evanston and raised in Wilmette, while still keeping ties to Chicago present day.

Karlie Kloss: Supermodel Kloss was born in Chicago, where she began her career at age 14 with Elite Chicago (now Factor Women).

Hillary Clinton: The politician hails from Park Ridge, where she attended Maine South High and her childhood home now marks ‘Rodham Corner.’

John C. Reilly: The actor/comedian was born in Chicago and is an alumnus of DePaul University.


Chance the Rapper: Chancelor Jonathan Bennett, known ‘Chance the Rapper,’ is from the West Chatham neighborhood of Chicago.

Anna Chlumsky: The actress from ‘My Girl’ and ‘Veep’ was born here, graduating from University of Chicago with a BA in International Studies.

Oprah: Oprah reigned as Queen of Chicago for many years, broadcasting her show from Harpo Studios in the West Loop.

John Cusack: The actor was born at St. Joseph Hospital in Chicago’s Lakeview neighborhood and grew up in Evanston.


Fred Savage: Known from the TV hit, ‘Wonder Years,’ Savage was born in Chicago and grew up in Glencoe before moving to California.

Mr. T: Born in Chicago, Mr. T attended Dunbar Vocational High School  where he played football, wrestled, and studied martial arts.

Jenny McCarthy: The actress and TV personality is from Evergreen Park, located in southwest suburban Chicago.

Robin Williams: The late comedian and actor was born at St. Luke’s Hospital in Chicago, spending his early childhood in Lake Forest.


Jeremy Piven: The actor has roots in Evanston – graduating Evanston Township in 1983 – and through his family’s Piven Theatre Workshop.

Harrison Ford: Ford was born in the Ravenswood neighborhood of Chicago and graduated from Maine East High School in Park Ridge.

Jennifer Hudson: The singer was born in Chicago, growing up in Englewood and attending Dunbar Vocational High School.

Ernest Hemingway: The American novelist was born in 1899 in Oak Park, where he went on to Oak Park and River Forest High School.



Did any of these famous Chicagoans surprise you?




Famous Homes, Featured

Finally Sold: Inside Vince Vaughn’s Penthouse At The Palmolive Building

Inside Vince Vaughn’s Penthouse

This nugget from curbed:

Over the years, Vaughn would chop the price of the property numerous times before finally taking a new strategy of separating the triplex into two separate listings—one for the building’s 35th floor and another that combined the 36th and 37th floors. It didn’t take long for Vaughn to line up buyers for the properties after splitting them up earlier this year. Yesterday, Vaughn formally sold the larger of the two, which features two levels, for $8 million. The second listing for the 35th penthouse is currently pending sale.

And according to DNAinfo
Vaughn’s listing agent told DNAinfo that the actor is “not desperate in any way” to ditch the swanky triplex space, however with a million-dollar price cut and some new photos Vaughn is certainly offering a little more bait to lure potential buyers. Chicago’s most supreme bachelor pad can be yours for the stately sum of $13.9 million and an additional $12,155 per month in HOA dues.

Think about filling out that mortgage application and having to put $12,155.00 per month in Condo Association dues just to get inside Vince Vaughn’s penthouse.

And According to Patch Lake Forest, where Vince Vaughn has ties:

Because you’re up top, baby, in the $13.9 million Vince Vaughn penthouse, looking out upon all of Chicago, in a building that was Playboy Enterprises HQ from the 1960s to the late 1980s, with a 360-degree view.

There’s a room for you and the boys to play billiards. There’s another room for you and more of your boys to play cards. A screening room for marathon viewings of Swingers, Old School, Wedding Crashers and the rest of the Vince Vaughn catalog comedy gold. You’ve got Hugh Hefner’s old office. And not one but two kitchens. And when the sun rises and last night’s soiree is just a foggy regret-tinged memory, everyone can crash in one of the four bedrooms. (You, however, get to bed down in the master suite.)

Inside Vince Vaughn’s Penthouse

It is difficult to get in to view this listing. You can’t just ask your broker to take a peek, So, we have the second best way to get inside Vince Vaughn’s Penthouse. WATCH VIDEO

But if you are a qualified to buy this home, contact the agent Katherine Malkin. She has all of the upper end listings in Chicago.

unknown          Baird & Warner

  •            Office: 312.640.7010
  •            Direct: 312.981.2308


Famous Homes

Sold Update: Vince Vaughn Has One To Go

Vince Vaughn Sells His River North Townhouse for $1.4 Million

This according to the experts at curbed: On Tuesday, actor Vince Vaughn sold his 4,000-square-foot townhouse on Superior Street in the River North neighborhood for $1.4 million. According to the Tribune, Vaughn had never actually used the house as a permanent residence, but instead utilized it as a rental property. Taking a loss on the deal, the sale price was $30,000 less than the price Vaughn paid for the property back in 2005. The sale means that Vaughn has just one piece real estate in Chicago left — a 12,000-square-foot triplex penthouse at the Art Deco Palmolive Building. Vaughn has been trying to unload the Palmolive penthouse for several years now, starting with a bonkers $24.7 million asking price in 2011. After a few years and few price reductions, Vaughn has lowered his ask to $13.9 million for the downtown property.







See below to watch our Vince Vaughn Palmolive Penthouse Video