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.

Eye-catching triangular building design as stellar as its Chicago-River-meets-Lake-Michigan location.

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

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.

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

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

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

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

Grand and historic, it’s a Chicago architectural icon.

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

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

Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.

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

Apartment-style living at its finest with updated amenities and space galore.

Four twin-size bunk beds, each draped for semi-privacy and equipped with outlets and reading lights (room sleeps 4 for no extra charge!).

Free hot breakfast includes waffles!

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

Suites have separate bedrooms and living rooms with sleeper sofas.

Hiltons are a classic for a reason: you know what to expect, and you'll get it.

Test your Top Chef skills in the spacious suite's well-equipped kitchen.

Covers all the standard mod cons and then some.

Iconic city views from chic, ultra-cheerful guestrooms.

Hot breakfast spread every day, free – plus weekday grab & go brekkie for when you've gotta jet.

Easy and comfortable, without unnecessary frills.

Free hot breakfast includes waffles!

Free WiFi, flat-screen, mini-fridge & deep soaking tub: checkity check-check.

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

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

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

More than enough space to spread out: 2br-style setup boasting a living room & oversized bathroom.