- Amalfi
- River North
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Boutique
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$$
Top Pick!
The complimentary happy hour buffet of drinks and appetizers is one of the perks of this delightful boutique hotel.
Top Pick!
One of Chicago's original luxury hotels is back in business.
Possibly the best hotel in Chicago next to the Peninsula. Their beds are so comfy they offer them for sale.
Gorgeous suites with sweeping views of downtown will make you feel like a rock star.
Top Pick!
Hip hotel offers great short-stay packages and in-room spa services that'll let you roll large for a little.
Top Pick!
Redolent with the men's club atmosphere of movers and shakers gone by, this vintage hotel has been renovated to provide the latest amenities.
Four-star boutique Loop hotel, stocked with old-school design accents and unique guest ameneties.
It may not be the House of Blues Hotel, but Sax is the heart of the entertainment venues surrounding it.
Kitschy theme rooms like the Space Capsule are good for a laugh as well as some nooky.
High-end hotel for those who can afford to live on the high end.
Swank, modern hotel in the heart of Gold Coast nightlife.
The vintage motel of your kitschy dreams. Comes complete with vibrating bed (broken) and noisy neighbors.
Top Pick!
Ultra luxury at the pinnacle of the Mag Mile and Lake Michigan.
Top Pick!
David Burke's Primehouse anchors this trendy Gold Coast hotel.
The $6,500 Peninsula Suite is the baller's dream, 3,000 square feet on the top floor with a grand piano, a private terrace with jacuzzi and Kelly Clarkson giving you a foot massage.
A sleek four-diamond experience in the heart of the touristy Gold Coast.
This towering hotel has it all: fully equipped kitchens, luxury condos, spa guest rooms and much, much more. But did you really expect any less from Mr. Trump?
Is it really that hip? Ask that "executive" with the Best Buy corporate logo on his button-down and the cellphone clipped to his belt.
This W on the lake features the Whiskey Sky Lounge and Wave Restaurant, as well as incredible views of the lake and downtown.
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