- Affinia
- Near North Side
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Mid-range
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$$
"Lifestyle" hotel wants to make your stay as comfortable as possible.
- Amalfi
- River North
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Boutique
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$$
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.
Top Pick!
A sexy boutique hotel and spa tucked away within one of the best neighborhoods.
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.
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.
Top Pick!
Get a personal trainer or a luxury suite with four baths during your stay on the Mag Mile.
Venerated antique hotel is a feast for the eyes but doesn't quite live up to its competition in terms of updates and amenities.
It's all about European style and service at this new boutique hotel right off the Mag Mile.
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.
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.
- theWit
- The Loop
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Boutique, Lux
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$$$
Top Pick!
New luxury boutique hotel in the heart of the theatre district.
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