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).

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).

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.

Frühstück ist die wichtigste Mahlzeit des Tages. Und hier geht‘s auf‘s Haus.

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

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).

Zentrale Innenstadt Lage hält dich auf dem Laufenden.

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

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

Täglich ein kostenloses, warmes Frühstück. Während der Woche gibt’s das für die ganz Eiligen auch to go.

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.

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

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

In einer ruhigen Wohnstraße, eine erholsame Atempause in der quirligen Stadt.

The outdoor pool takes vacay vibes to new heights.

Fab location, just off the Mag Mile, adjacent to the famed John Hancock building.

Spielerisches-triff-industrielles-schickes Design mit kräftigen, bunten und künstlerischen Akzenten.

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

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

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

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

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

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

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

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

Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.

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