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Hotels (168)

B&Bs / Inns (25)

Speciality Lodging (50)

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The Langham, Chicago (Chicago, IL) 5.0 of 5
330 North Wabash Avenue, Chicago, IL 60611
The Langham, Chicago Slideshow
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USD 309 - 550 Avg. price/night*
Ollie #1 of 168 hotels in Chicago
Professional photos | Traveller photos (246)
Special Price 10%+ off, 45-day advance
Travellers' Choice® 2014 Winner Luxury
 
120 E. Delaware Pl., Chicago, IL 60611
Four Seasons Hotel Chicago Slideshow
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USD 403 - 691 Avg. price/night*
Ollie #2 of 168 hotels in Chicago
  •  Relaxing and Luxe 
  • A truly wonderful hotel and staff. Perfect location for walking to all the... more
  • 9 July 2014
Professional photos | Traveller photos (489)
Special Offer Bed and Breakfast!
The Talbott Hotel (Chicago, IL) 4.0 of 5
20 East Delaware Place, Chicago, IL 60611
The Talbott Hotel Slideshow
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USD 167 - 450 Avg. price/night*
Ollie #3 of 168 hotels in Chicago
Traveller photos (211)
Thompson Chicago (Chicago, IL)
21 E. Bellevue Place, Chicago, IL 60611
Thompson Chicago Slideshow
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USD 205 - 463 Avg. price/night*
Ollie #4 of 168 hotels in Chicago
  •  An Absolute Gem! 
  • My wife and I had an absolutely outstanding 4 night stay in the Thompson... more
  • 10 July 2014
Professional photos | Traveller photos (79)
Special Offer Parking for $5 More
The Peninsula Chicago (Chicago, IL) 5.0 of 5
108 East Superior Street, at North Michigan Avenue, Chicago, IL 60611
The Peninsula Chicago Slideshow
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USD 346 - 1,100 Avg. price/night*
Ollie #5 of 168 hotels in Chicago
Professional photos | Traveller photos (685)
Offers & Announcements Room Upgrade and Amenity
401 N. Wabash Avenue, Chicago, IL 60611
Trump International Hotel & Tower Chicago Slideshow
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USD 365 - 679 Avg. price/night*
Ollie #6 of 168 hotels in Chicago
  •  Beautiful Hotel 
  • We stayed at the Trump Hotel again and it still is wonderful. From the... more
  • 8 July 2014
Professional photos | Traveller photos (1218)
Offers & Announcements $50 Credit & Comp...
505 North State Street, Chicago, IL 60654
Palomar Chicago, a Kimpton Hotel Slideshow
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USD 214 - 460 Avg. price/night*
Ollie #7 of 168 hotels in Chicago
  •  Like the movies 
  • From the moment you get there you are greeted. Doors are opened for you... more
  • 9 July 2014
Professional photos | Traveller photos (877)
Offers & Announcements $50 Per Day Breakfast
Travellers' Choice® 2014 Winner Luxury
 
11 East Walton, Chicago, IL 60611
Waldorf Astoria Chicago Slideshow
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USD 384 - 703 Avg. price/night*
Ollie #8 of 168 hotels in Chicago
  •  Top notch service!! 
  • My wife and I stayed 2 nights for our anniversary. The service was... more
  • 10 July 2014
Professional photos | Traveller photos (576)
Offers & Announcements $50 Summer Resort Credit
221 N. Columbus Drive, Chicago, IL 60601
Radisson Blu Aqua Hotel Slideshow
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USD 222 - 456 Avg. price/night*
Ollie #9 of 168 hotels in Chicago
  •  Fabulous Choice... 
  • I chose this for the location and the lifestyle garden and it was spot on... more
  • 9 July 2014
Professional photos | Traveller photos (567)
Special Offer Summer Savings of 15%
225 N Wabash, Chicago, IL 60601
Hotel Monaco Chicago - a Kimpton Hotel Slideshow
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USD 191 - 469 Avg. price/night*
Ollie #10 of 168 hotels in Chicago
Professional photos | Traveller photos (812)
Offers & Announcements Chicago Summer Package
Park Hyatt Chicago (Chicago, IL) 5.0 of 5
800 N Michigan Ave, on Water Tower Square, Chicago, IL 60611
Park Hyatt Chicago Slideshow
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USD 337 - 549 Avg. price/night*
Ollie #11 of 168 hotels in Chicago
Professional photos | Traveller photos (203)
Offers & Announcements Breakfast at the Park
1 W Washington St, Chicago, IL 60602
Hotel Burnham - a Kimpton Hotel Slideshow
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USD 188 - 529 Avg. price/night*
Ollie #12 of 168 hotels in Chicago
Professional photos | Traveller photos (770)
Offers & Announcements Weekend Special
20 East Chestnut St - Downtown, Chicago, IL 60611
Sofitel Chicago Water Tower Slideshow
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USD 194 - 400 Avg. price/night*
Ollie #13 of 168 hotels in Chicago
Professional photos | Traveller photos (998)
Special Offer 50% Off Valet Parking!
Conrad Chicago (Chicago, IL) 4.5 of 5
521 North Rush Street, at Michigan Avenue, Chicago, IL 60611
Conrad Chicago Slideshow
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USD 190 - 451 Avg. price/night*
Ollie #14 of 168 hotels in Chicago
Professional photos | Traveller photos (417)
Offers & Announcements Sunday Special from $129
22 W Monroe St, Chicago, IL 60603
Hampton Majestic Chicago Theatre District Slideshow
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USD 161 - 357 Avg. price/night*
Ollie #15 of 168 hotels in Chicago
  •  Nice stay. 
  • We really enjoyed the complimentary breakfast. The hotel staff were... more
  • 9 July 2014
Professional photos | Traveller photos (174)
Special Offer Book Now and Save 15%
160 E Pearson St at Water Tower Place, Chicago, IL 60611-2124
The Ritz-Carlton Chicago (A Four Seasons Hotel) Slideshow
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USD 297 - 576 Avg. price/night*
Ollie #16 of 168 hotels in Chicago
Professional photos | Traveller photos (366)
Special Offer Bed and Breakfast!
Kinzie Hotel (Chicago, IL) 3.5 of 5
20 W Kinzie St, Chicago, IL 60654
Kinzie Hotel Slideshow
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USD 183 - 397 Avg. price/night*
Ollie #17 of 168 hotels in Chicago
  •  Superb! 
  • From June 28 to July 3, 2014 my mom and I had the pleasure of staying at... more
  • 9 July 2014
Professional photos | Traveller photos (227)
Offers & Announcements Book Now & Save!
633 North Saint Clair Street, Chicago, IL 60611
Hyatt Chicago Magnificent Mile Slideshow
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USD 193 - 460 Avg. price/night*
Ollie #18 of 168 hotels in Chicago
  •  Fantastic hotel! 
  • We stayed here a year ago and it was equally wonderful. The decor is very... more
  • 9 July 2014
Professional photos | Traveller photos (111)
Offers & Announcements Bed & Breakfast Package
66 West Illinois Street, Chicago, IL 60654
Hyatt Place Chicago / River North Slideshow
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USD 181 - 345 Avg. price/night*
Ollie #19 of 168 hotels in Chicago
Professional photos | Traveller photos (63)
Announcement Join Hyatt Gold...
The James Chicago (Chicago, IL) 4.5 of 5
55 East Ontario, Corner of Rush and Ontario, Chicago, IL 60611
The James Chicago Slideshow
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USD 197 - 405 Avg. price/night*
Ollie #20 of 168 hotels in Chicago
  •  Great place to stay! 
  • First time to stay at the James Chicago, already looking forward to the... more
  • 9 July 2014
Professional photos | Traveller photos (902)
Offers & Announcements Complimentary Breakfast