The outdoor pool takes vacay vibes to new heights.

Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.

Smart, stylish digs in the masssssive, architecturally impressive former Cook County Hospital building. (It’s a stunner!)

A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.

Right at the Chicago Stock Exchange in the Financial District. Good thing hard work here gets you serious pampering.

Sophisticated and chic, with just enough quirk to keep things cool.

You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.

Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).

Excellent authentic Italian resto onsite with fab deep dish pizza (natch).

This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.

There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.

We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).

Bring your furry friends along for the ride. This place is pet friendly.

Bar Pendry's a loungey spot for a late-night glass of wine. Pro tip: seasonal rooftop bar's a must-do in the warmer months.

Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.

It's shimmery and glittering. Makes sense for the Gold Coast locale.

The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.

This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.

The outdoor pool takes vacay vibes to new heights.

Playful-meets-industrial-chic design with bold, colorful and artistic accents.

Walking distance to the Magnificent Mile? Check. Lakefront trail? Check. Public transportation? Check.

Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).

Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.

Ideal Mag Mile address just steps from endless shopping & world-class eateries.

Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).

Suite-style rooms offer up max 'home away from home' vibes.

En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.

The newly opened rooftop bar & restaurant is a must when you’re in the mood to wine and dine with a side of stellar views.

A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.

Catch a free shuttle ride to/from O’Hare airport or to the CTA train station which’ll zip you into the city in no time. (Museums await!)

Spacious 545 sq ft suite