Chicago – We currently have 5 Chicago vacation homes, condos and villas listed on this page! Vacation Homes in Chicago Have a Lot to Offer Chicago is the largest city in Illinois and the third most populated in the entire nation. Bluegreen Resorts – The Hotel Blake. 500 S. Dearborn Street, Chicago, Illinois, 60605 *Bluegreen Resorts – The Hotel Blake*, situated in downtown Chicago’s urban Printer’s Row district, offers a…