Streaming your favorite playlists is a breeze with free WiFi.

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

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

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).

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

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

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

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

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

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

Urban-luxe design and supersized marble baths keep the cosmopolitan vibe coming.

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

The outdoor pool takes vacay vibes to new heights.

In tree-lined Lincoln Park, within strolling distance of the zoo and lake.

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.

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

Location (say it two more times) – endless shops, restaurants and bars await just outside the door.

Located in the lively Lakeview East 'hood within walking distance of shops, restaurants and Wrigley Field.

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

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

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

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.

Stellar River North location makes urban exploring a breeze.

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

Whatever time you stumble in, the 24-hour front desk serves up service with a smile.

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.

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