Along with slumping ratings, a crumbling media empire and the recent firing of 30 employees at OWN, former daytime TV queen Oprah Winfrey is now set to lose millions on the sale of her Chicago apartment.

As RadarOnline.com reported last November, Oprah was looking for a lodger for the $5.6 million palatial pad in a historic 1913 Beaux-Arts building in Chicago's Gold Coast neighborhood, but now she has put it on the market for a highly-discounted price of $2.8 million, according to realtor Prudential Rubloff Properties.

For the second time in less than a year, Vince Vaughn has taken the plunge - only this time, he did it literally!

The Chicago native was back home in the Windy City over the weekend, and instead of taking his mom Shea Vaughn to lunch, he took her skydiving!

The Wedding Crashers star took nearly 13,000 feet to the sky alongside members of the Army’s Golden Knights.