
Near North Side, Chicago, USA
Pet-friendly accommodations
Bicycle hire service
Chic eatery with global dishes
Ready to swap your routine for skyscraper views, deep-dish pizza, and a city that hums with jazz and energy? Chicago hotels capture the spirit of the Windy City, from sleek high-rises overlooking Lake Michigan to quirky boutiques in buzzing neighbourhoods like Wicker Park and River North. Whether you’re here for skyline selfies from Willis Tower, shopping sprees along the Magnificent Mile, or family fun at Millennium Park, there’s a stay to match. Couples, families, and groups all find their groove here - with plenty of pizza to go around.
Expect skyline suites with rooftop bars, historic hotels with Art Deco flair, and modern bases close to Navy Pier and the Loop. Families will love spacious hotels near Millennium Park, while groups can dive into Chicago’s nightlife with stays in River North. For sports fans, hotels near Wrigley Field put you steps from the action. Whatever brings you to the Windy City - food, festivals, or just those famous lake views - hotels in Chicago make the perfect base.
Your money is protected
Deposits from £30pp
Payment plans with no fees
The home of holiday perks