The Westin Michigan Avenue, 
Hilton Chicago Hotel, 
Millennium Knickerbocker Hotel, Searching for hotels in Chicago? Here at Netflights, we compare loads of different options to help you find the best hotel deals. If you want to find somewhere cheap to stay in Chicago, try searching for hotels in January, when prices are often at their lowest. September is the most expensive month to stay in Chicago – but you might find a last-minute deal. If you’re flexible on dates, try searching by month to give yourself the best chance of finding the cheapest price.
At the moment, the cheapest hotel is Freehand Chicago – it costs £39pppn for 7 nights in December.
Hotels in Chicago tend to book up fairly quickly. To increase your chances of getting a good price, it’s best to book 18 weeks in advance.
If you’re not sure how long to go for, you might like to know that most people spend 7 days in Chicago. Just make sure you leave enough time to see the top sights and visit plenty of restaurants. You can expect it to be very busy here during September – it’s best to visit in January if you want to beat the crowds.