The newly opened rooftop bar & restaurant is a must when you’re in the mood to wine and dine with a side of stellar views.

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

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

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.

Catch a free shuttle ride to/from O’Hare airport or to the CTA train station which’ll zip you into the city in no time. (Museums await!)

En suite deets include a whirlpool bath, walk-in shower, fireplace and plenty of serene styling.

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

A super recent reno has left rooms lookin’ pret-ty darn fresh. Style’s sleekly Art Deco, with pops of whimsy.

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

Relax, early riser. Breakfast’s included.

There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.

Easy-breezy accommodations west of the windy city, with a bevy of nearby eats and quick access to I-355.

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

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

In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.

Free shuttle service to O'Hare International Airport as well as shops, restaurants and attractions within a five-mile radius.

Harken all ye perpetually-late-for-flights. This place is a mere 3 miles from O’Hare, with a courtesy shuttle to escort you to/from your terminal.

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

Got the munchies? The onsite snack shop's got you covered.

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

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

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.

Free breakfast served daily – plus a fully equipped kitchen in every suite. You will not go hungry.

Most airport hotels don't have full-time curators to care for their onsite art gallery and exhibition halls.

Take a plunge in the pool then kick back in the courtyard with your loved ones. That's the way we like to R&R.

Say goodbye to sketchy carpet with sleek hardwood and tasteful rugs in every light-filled room.

Relax, early riser. Breakfast’s included.

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

The outdoor pool takes vacay vibes to new heights.

In the heart of the up-and-coming Water Street District, minutes from the Riverwalk & Centennial Beach.

Spacious 545 sq ft suite