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

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).

Loop location means you're steps from the bustling Financial District and (far bustlier) Theater District.

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.

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

Streaming your favorite playlists is a breeze with free WiFi.

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

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

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

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

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

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.

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

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

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

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

Relax, early riser. Buffet Breakfast included.

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

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

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

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

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

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

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!)

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

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

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

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.