2 Best Hotels in South Loop, Chicago

Don't judge this place on appearance alone: the nondescript tower is actually one of the city's most family-friendly hotels, and its location—just five minutes by foot from the Museum Campus—is one reason why. It also offers easy access to nearby attractions like the Art Institute. The erstwhile Essex Inn underwent a $30 million renovation in 2019 that capitalized on its mid-century bona fides (the Essex opened in 1961); the hotel is now part of Marriott's Le Meridien portfolio.

Not only is this Holiday Inn close to Chicago's main attractions, it's also within steps of CTA trains that go directly to either O'Hare or Midway airports. Decor-wise the rooms are a bit bland, but they’re comfortable and equipped with pillow-top mattresses, workspaces, and free Wi-Fi. That’s good news for the hordes of business travelers who are drawn here by the hotel’s proximity to the financial district; in summer months they and everyone else have an added incentive to visit—the rooftop pool.