Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.

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

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

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

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.

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

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

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

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

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

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

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

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

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

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).

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.

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

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

Relax, early riser. Buffet Breakfast included.

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

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

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.

The outdoor pool takes vacay vibes to new heights.

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

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

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

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