Staypineapple, An Iconic Hotel, The Loop Chicago

This hip 4-star hotel is set in a landmark 1895 skyscraper in Chicago's Loop. It's just two blocks from Millennium Park and steps from the El train. Enjoy colorful, stylish rooms with flat-screen TVs, some offering Lake Michigan views. Guests receive complimentary wine hour, morning coffee, and tea. Amenities include a gym and a modern American restaurant. Wi-fi is included with a no-fee membership. Check-in is at 4 PM, check-out at 12 PM.