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.

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

Cozy and classy got together and made these rooms.

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

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

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).

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.

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

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

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.

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

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

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.

Relax, early riser. Buffet Breakfast included.

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

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

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

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

Killer River North location by the Mag Mile and Riverwalk.

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

The outdoor pool takes vacay vibes to new heights.

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

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

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