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

Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.

Stellar River North location makes urban exploring a breeze.

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

Style in this 20s-era gem is trendy in a laid-back kinda way. And it’s perfectly placed in a venture-worthy boutique-and-gallery-dotted ‘hood.

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.

Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.

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.

Sleek, modern and eclectic design welcomes the beautiful people. Now you can be one of them!

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

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

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

Apartment-style living at its finest with updated amenities and space galore.

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.

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.

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

Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.

The outdoor pool takes vacay vibes to new heights.

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

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

Killer River North location by the Mag Mile and Riverwalk.

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

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

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

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

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

Can’t-be-beat address on the Magnificent Mile (!).

Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.

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).