The outdoor pool takes vacay vibes to new heights.

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.

The outdoor pool takes vacay vibes to new heights.

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

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

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

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

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).

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

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

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

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

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

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

All rooms are at least 15 stories above the city. Street noise? Nuh-uh.

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

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

Ideal Mag Mile address just steps from endless shopping & world-class eateries.

Separate tub and shower for nighttime soaks and morning clean. Or the other way 'round.

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.

Onsite convenience shop stocks snacks, drinks and the toiletries you forgot.

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

No need to venture far (or anywhere) for local brews & fab American-style eats ‘cos there’s a convenient resto right onsite.

If nearby Odyssey Fun World is as awesome as the name says, we’re there. (Hollywood Casino Amphitheatre also an option.)

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

Cheery, modern lobby’s all stacked stone and comfy convo areas. Commandeer one of the fireside spots and map out your plan.

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

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!)

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.

Weary traveler, meet indoor pool (open at 6am!). Need coffee 1st? It’s complimentary and available 24/7.

Whether for business or pleasure, high-speed Internet and convenient workspace make it easy to get stuff done.