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

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

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.

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

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

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

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

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

Relax, early riser. Buffet Breakfast included.

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

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

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

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.

Historic wall maps bring the city's history to life in every room.

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

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.

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

Funky-retro vibes at this 1960s-era stunner.

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

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

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

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

The outdoor pool takes vacay vibes to new heights.