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Chicago » Hotels » $$

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  • Affinia 
  •   Near North Side  
  • Mid-range
  •  $$ 
"Lifestyle" hotel wants to make your stay as comfortable as possible.
  • Amalfi 
  •   River North  
  • Boutique
  •  $$ 
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!
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.
  • Hotel Sax 
  •   Near North Side  
  • Boutique
  •  $$ 
It may not be the House of Blues Hotel, but Sax is the heart of the entertainment venues surrounding it.
A vintage B&B right in the heart of Chicago's most happening neighborhood.
Excellent service and views of the city from this centrally located four-star hotel.
  • Raffaello 
  •   Near North Side  
  • Boutique
  •  $$ 
It's all about European style and service at this new boutique hotel right off the Mag Mile.
Swank, modern hotel in the heart of Gold Coast nightlife.
Top Pick!
Ultra luxury at the pinnacle of the Mag Mile and Lake Michigan.
Is it prom night? Then why are you here?
A sleek four-diamond experience in the heart of the touristy Gold Coast.
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