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).

Proprio al Chicago Stock Exchange nel Financial District. Meno male che qui dopo tanto duro lavoro ti puoi far coccolare come si deve.

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.

Quando si dice il buongiorno si vede dal mattino: qui la colazione è gratuita!

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

Stellar River North location makes urban exploring a breeze.

Far enough from downtown but still only a 15 minute drive to the Loop, this hotel is Inspired by its university-centric surroundings, incorporating elements of music, math, art and literature.

Il design elegante, moderno ed eclettico dà il benvenuto alla bella gente.

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

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

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

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

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).

L'ex fabbrica di cappelli, sulle rive del fiume Chicago, offre camere comode e riccamente arredate.

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

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

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

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.

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

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.

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

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.

The outdoor pool takes vacay vibes to new heights.

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

Design giocoso che incontra quello industrial, grazie a tocchi audaci, colorati ed artistici.

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

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

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

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

Killer River North location by the Mag Mile and Riverwalk.