Travelers looking for old hotels in downtown Chicago will find properties that blend early 20th-century architecture with modern comforts. These historic hotels, often located on the Magnificent Mile or in the Loop, preserve original design details like marble floors and gilded ceilings. Budgets typically start around $150 to $250 per night, depending on the season and room type.
For example, the Warwick Allerton Chicago offers a 1920s boutique experience with a 24-hour fitness center and views of the Magnificent Mile. Staypineapple, An Iconic Hotel, The Loop features rooms designed by architect Daniel Burnham, with free bicycle rentals and pet-friendly perks. The Millennium Hotel Knickerbocker Chicago houses the iconic Crystal Ballroom and a martini bar with live jazz, all within walking distance of Navy Pier and the John Hancock Center.