Streaming your favorite playlists is a breeze with free WiFi.

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).

Located in the historic Astor Street District and near vibrant nightlife of Rush Street.

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

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

Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.

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.

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

Formerly the Free Methodist Publishing House, it’s no longer free. Or Methodist. Or a Publishing House. (It is, however, a great place for reading, so bring books!)

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

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

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

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.

Relax, early riser. Buffet Breakfast included.

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

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

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

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.

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

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.

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

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

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

Walk to some of the city’s biggest/best museums, plus Soldier Field (home of the Superfans).

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

The outdoor pool takes vacay vibes to new heights.

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

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

Grand and historic, it’s a Chicago architectural icon.