Pets stay free (!). See if Fido’ll high-five ya.

Spot-on location near the world-famous Chicago Art Institute, Millennium Park, the Museum Campus and lakefront.

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

Formerly the Free Methodist Publishing House, it’s no longer free. Or Methodist. Or a Publishing House. (It is, however, a great place for reading, so bring books!)

A playfully throwback take on all things sporty. Comfy metal beds with plump white pillows & plaid blankets tucked tightly at the corners.

Prime Hyde Park location near shops, restaurants and must-visits like the Museum of Science and Industry.

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.

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

Urban-contemporary style and sleek, arty shared living room – this is definitely not your grandma’s B&B.

Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.

Fitness room is open 24/7, if all that museum-ing wasn’t enough of a workout for you.

Throws in a free breakfast, with plenty of goodies (like waffles!).

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

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

Drops ya in the thick of historic Wicker Park’s buzz with eclectic eateries & shops aplenty.

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

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

Iconic city views from chic, ultra-cheerful guestrooms.

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

Cozy new B&B right in the heart of Old Town, only a 5-min walk from the Sedgwick El stop.

Free hot breakfast includes waffles!

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

Super close to your flight, wherever you're going. And a 24-hour shuttle right to the entrance.

Known for its sprawling (and state-of-the-art) athletic club. Which is extra exciting ‘cos you get gratis access.

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

Soak up some small-town charm in the centre or hit up Northbrook Court for stellar shopping.

All rooms are indeed suites, and come with full kitchens.

Simple and straightforward, perfect for when you just need to get some shuteye.

Frill-free motel-style digs near the airport (hence the name).

Microwaves and mini-fridges help ya maximize both money and time.