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The Best Luxury Hotels In Chicago

Sprawling chain hotels can be a total snooze (although Chicago boasts some beauties in its best hotels). Luckily, the Windy City has an impressive assortment of boutique properties that trade size for warm, personalized service and lashings of character. Whether it’s your first time here or you’re planning a cheeky staycation, these hotels make a cozy backdrop when you’re away from home. Take a look at our all-time favorites—from a stylish stunner in Wicker Park to a British import crowned by one of the city’s best rooftop pools. With choices like these, you’ll be packing your bags in no time. Let’s discover the best luxury hotels in Chicago here.

The Best Luxury Hotels In Chicago

1. The Peninsula Chicago

5 Star Hotel Downtown Chicago - Luxury Hotel | The Peninsula Chicago

Just off the Magnificent Mile, this elegant tower is one of just three Peninsula hotels in the United States. The Hong Kong-based, family-owned brand is renowned for its exemplary service, plush and spacious rooms, and attention to detail. In Chicago, readers agree that the hotel is the “crème de la crème,” as one wrote, and “the epitome of luxury in the heart of downtown Chicago,” according to another. Readers rave about the Pierrot Gourmet restaurant and Shanghai Terrace bar and restaurant, world-class fitness center and spa, and what one respondent dubbed a “wonderful swimming pool.” Upgraded room technology — no outlet-searching here — and a fresh design also helped cement its win.

2. Ace Hotel Chicago, West Loop

Sitting on the rooftop sipping a cocktail while the surrounding buildings turn fiery orange in the setting sun, you may give yourself a quiet pat on the back for your choice of accommodation. Having set up shop in the city’s trendiest neighborhood, Ace Hotel confirmed the reputation of the West Loop as the place to be in Chicago. Rooms are made up of exposed concrete, blonde-wood desks and utilitarian throws, while common spaces are packed to the brim with lively travelers meeting and mingling in anticipation of the night ahead.

3. Waldorf Astoria Chicago, Gold Coast

Waldorf Astoria Chicago | The Magnificent Mile

The outstanding customer service starts the moment you book at Waldorf Astoria Chicago, when you are passed on concierge information for any pre-arrival requests or queries you might have. When your check-in day finally arrives, you’ll quickly notice the interior design is every bit as impressive – with art deco-accented 1920s influences found throughout. The award-winning spa is the perfect place to let the outside world slip away for a moment – the ivory-colored space has an ethereal feel to it that will leave you feeling rejuvenated.