- 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.
A relic of Chicago's glory days, stop by its elegant Pump Room to experience a real slice of Chicago history.
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.
There's no place like home, and this Gold Coast boutique hotel comes close to it with its cozy guest rooms and suites.
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.
Excellent service and views of the city from this centrally located four-star hotel.
Venerated antique hotel is a feast for the eyes but doesn't quite live up to its competition in terms of updates and amenities.
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!
David Burke's Primehouse anchors this trendy Gold Coast hotel.
Is it prom night? Then why are you here?
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.
Buzzy boutique hotels' with typically hip (or: hip enough to check in) for clientele to seek comfort from the wind (and less fablous).
Buzzy boutique hotels' with typically hip (or: hip enough to check in) clientele. Enjoy the ever-chic W while you admire the ever serene lake view.
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