Winfrey, 58, purchased the luxurious co-op in the city's upscale Streeterville neighbourhood, for USD 5.6million in 2006, reported Daily Mail online.
The sixth floor apartment was spread over 4,607 square-feet and featured views of Lake Michigan, three-bedrooms, two fireplaces, library, butler's pantry, a 1,241 square-foot master bedroom and solarium.
The former daytime talk show host owns other Chicago properties that she resided in, but currently spends her time at her USD 50 million California estate.
Earlier this month she purchased her father Vernon's barbershop out of foreclosure after one month of being in the financial state.