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

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

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

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.

Playful-meets-industrial-chic design with bold, colorful and artistic accents.

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

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

This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.

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

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

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.

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

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

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

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

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

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

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

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

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

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

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

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

Trendy location among the local Near North-ers with easy access to all our favorite downtown haunts.

Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).

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

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

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

Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.