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).

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

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

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

Scores ya an address in the stylish River North 'hood, a few blocks to the endless eateries, shopping & to-dos of the Magnificent Mile.

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

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.

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.

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

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.

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

On a quiet residential street, providing a relaxing respite in the bustling city.

Goooood-looookin' new digs in the reno’d historic Cook County Hospital (ER fans? Anyone??). Onsite museum documents the landmark’s story.

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

Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.

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

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

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

The outdoor pool takes vacay vibes to new heights.

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

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

Sip signature cocktails at MSC, a stylish bar where guests and locals gather for great conversation and an inviting atmosphere.

Free WiFi, so you can brag about your cool trip in real time.

Killer River North location by the Mag Mile and Riverwalk.

A Chicago classic, grand host to US Presidents, international celebs, foreign dignitaries and more since 1893.

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

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

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

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