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!)

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.

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

Onsite golfing & spa-ing give ya a break from the hustle & bustle, but downtown Chicago's just a 30-min drive away.

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.

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

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

They say breakfast is the most important meal of the day. Here, they say it’s free (‘cause it is).

If you’ve got tix to an event at SeatGeek Stadium, you’ll be verrrrrry pleased with this place. It’s right next door.

Cozy and classy got together and made these rooms.

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

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

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

The outdoor pool takes vacay vibes to new heights.

Join us at Super 8 by Wyndham South Holland, a comfortable, non-smoking hotel just off I-294 and I-80.

Relax, early riser. Buffet Breakfast included.

Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.

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

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

Nothing like a good ol' fashioned game of Marco Polo in the pool.

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

WiFi a must for your Chicagoland stay? You’re covered.

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).

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

Best Westerns have been around since 1946 - they've got this.

Surrounded by fairways & freeways for both kinds of driving needs (we’re talking golf courses galore and I-294, I-88 & I-290).

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.

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