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Hotels (188)

B&Bs / Inns (23)

Speciality Lodging (59)

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The Guesthouse Hotel (Chicago, IL) 4.0 of 5
4872 N Clark St, Chicago, IL 60640-4711
The Guesthouse Hotel Slideshow
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US$306 - US$645 Avg. price/night*
Ollie #1 of 188 hotels in Chicago
Professional photos | Traveller photos (136)
Certificate of Excellence
Travellers' Choice® 2017 Winner Luxury
 
The Langham, Chicago (Chicago, IL) 5.0 of 5
330 North Wabash Avenue, Chicago, IL 60611-3586
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US$363 - US$937 Avg. price/night*
Ollie #2 of 188 hotels in Chicago
  •  a door to heaven 
  • perfect location in particular breathtaking view over the Loop, excellent... more
  • 29 May 2017
Professional photos | Traveller photos (1048)
Certificate of Excellence
Travellers' Choice® 2017 Winner Luxury
 
The Peninsula Chicago (Chicago, IL) 5.0 of 5
108 E Superior St, at North Michigan Avenue, Chicago, IL 60611-2645
The Peninsula Chicago Slideshow
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US$398 - US$1,073 Avg. price/night*
Ollie #3 of 188 hotels in Chicago
Professional photos | Traveller photos (877)
Offers & Announcements Reserve Early for 20...
Conrad Chicago (Chicago, IL) 4.5 of 5
101 E Erie St, Chicago, IL 60611-2812
Conrad Chicago Slideshow
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US$266 - US$587 Avg. price/night*
Ollie #4 of 188 hotels in Chicago
Professional photos | Traveller photos (103)
Special Offer Double Points, Every...
1209 W Albion Ave, Chicago, IL 60626-4713
Hampton Inn Chicago North - Loyola Station Slideshow
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US$170 - US$316 Avg. price/night*
Ollie #5 of 188 hotels in Chicago
  •  Excellent Hotel 
  • I had a meeting in downtown Chicago but all of the hotels in the loop were... more
  • 29 May 2017
Traveller photos (74)
Special Offer Double Points, Every...
120 E. Delaware Pl., Chicago, IL 60611-1443
Four Seasons Hotel Chicago Slideshow
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US$340 - US$1,152 Avg. price/night*
Ollie #6 of 188 hotels in Chicago
Professional photos | Traveller photos (892)
Special Offer Advance Purchase Package
21 E. Bellevue Place, Chicago, IL 60611-1174
Thompson Chicago, a Thompson Hotel Slideshow
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US$233 - US$545 Avg. price/night*
Ollie #7 of 188 hotels in Chicago
Professional photos | Traveller photos (829)
Special Offer Uncover Summer
The Talbott Hotel (Chicago, IL) 4.0 of 5
20 East Delaware Place, Chicago, IL 60611
The Talbott Hotel Slideshow
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US$178 - US$464 Avg. price/night*
Ollie #8 of 188 hotels in Chicago
Professional photos | Traveller photos (910)
Offers & Announcements Sips of Summer
Park Hyatt Chicago (Chicago, IL) 5.0 of 5
800 N Michigan Ave, on Water Tower Square, Chicago, IL 60611-2105
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US$317 - US$662 Avg. price/night*
Ollie #9 of 188 hotels in Chicago
Professional photos | Traveller photos (396)
Kimpton Gray Hotel (Chicago, IL) 4.5 of 5
122 W Monroe St, Chicago, IL 60603-5032
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US$198 - US$513 Avg. price/night*
Ollie #10 of 188 hotels in Chicago
Professional photos | Traveller photos (115)
Special Offer Book Direct: 25% Off!
116 N Jefferson St, Chicago, IL 60661
Hampton Inn Chicago Downtown West Loop Slideshow
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US$154 - US$397 Avg. price/night*
Ollie #11 of 188 hotels in Chicago
Professional photos | Traveller photos (91)
Special Offer Double Points, Every...
505 North State Street, Chicago, IL 60654-4803
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US$211 - US$497 Avg. price/night*
Ollie #12 of 188 hotels in Chicago
  •  Awesome Location 
  • The service staff was very helpful. The rooms were spacious. The location... more
  • 29 May 2017
Professional photos | Traveller photos (1190)
Special Offer Book Direct: Get 25...
Loews Chicago Hotel (Chicago, IL) 4.5 of 5
455 N Park Drive, Chicago, IL 60611-5886
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US$203 - US$485 Avg. price/night*
Ollie #13 of 188 hotels in Chicago
  •  nice stay 
  • Nice hotel and great location. Excellent room , wonderful views of the... more
  • 29 May 2017
Professional photos | Traveller photos (602)
Special Offer Parking&Breakfast Credit
Virgin Hotels Chicago (Chicago, IL) 4.5 of 5
203 N Wabash Ave, Chicago, IL 60601-2424
Virgin Hotels Chicago Slideshow
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US$198 - US$496 Avg. price/night*
Ollie #14 of 188 hotels in Chicago
Professional photos | Traveller photos (974)
Offers & Announcements Perfectly Planned
11 East Walton, Chicago, IL 60611-1412
Waldorf Astoria Chicago Slideshow
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US$406 - US$834 Avg. price/night*
Ollie #15 of 188 hotels in Chicago
  •  USA Megafam 2017 
  • Wow this hotel is great looks nice from outside but once through the... more
  • 29 May 2017
Professional photos | Traveller photos (805)
Special Offer Double Points, Every...
60 W Illinois St, Chicago, IL 60654-4805
Fairfield Inn & Suites Chicago Downtown/River North Slideshow
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US$162 - US$380 Avg. price/night*
Ollie #16 of 188 hotels in Chicago
  •  Outstanding  
  • I can't say enough about the Fairfield Inn in Chicago on W Illinois Ave... more
  • 28 May 2017
Professional photos | Traveller photos (334)
Special Offer Rainforest Café Package
The Silversmith Hotel (Chicago, IL) 4.0 of 5
10 S Wabash Ave, Chicago, IL 60603-2801
No photo provided
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US$199 - US$353 Avg. price/night*
Ollie #17 of 188 hotels in Chicago
  •  Very accomodating! 
  • The Silversmith Hotel is in an ideal location in the Chicago downtown loop... more
  • 27 May 2017
Professional photos | Traveller photos (575)
Special Offer Save 10% Off
12 South Michigan Avenue, Chicago, IL 60603
Chicago Athletic Association Hotel Slideshow
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US$244 - US$642 Avg. price/night*
Ollie #18 of 188 hotels in Chicago
Professional photos | Traveller photos (863)
Special Offer Up To $125 Dining Credit
221 N. Columbus Drive, Chicago, IL 60601-7801
Radisson Blu Aqua Hotel Slideshow
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US$204 - US$491 Avg. price/night*
Ollie #19 of 188 hotels in Chicago
Professional photos | Traveller photos (1525)
Special Offer Bed & Breakfast for Two
225 N Wabash Avenue, Chicago, IL 60601-2404
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US$197 - US$535 Avg. price/night*
Ollie #20 of 188 hotels in Chicago
Professional photos | Traveller photos (1178)
Special Offer Book Direct: 25% Off!

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4.5 of 5 bubbles | 30 Reviews