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

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.

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.

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

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

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

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

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

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

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

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).

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

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

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

Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.

Suite-style rooms offer up max 'home away from home' vibes.

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.

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

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

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

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

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

24-hour fitness center means there's no excuse to skip your workout, but we won't tell if you just head to the indoor pool instead.

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

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

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

Try not to look winded after a few laps in the pool. That’s so not cool. (It’s a lotta work pretending to be in shape.)

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.