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Hotels (187)

B&Bs / Inns (22)

Speciality Lodging (57)

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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$232 - US$598 Avg. price/night*
Ollie #1 of 187 hotels in Chicago
Professional photos | Traveller photos (127)
Announcement FREE TESLA CHARGER
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$364 - US$821 Avg. price/night*
Ollie #2 of 187 hotels in Chicago
  •  Luxurious Elegance 
  • Top marks across the board here. What I love about the Langham is that it... more
  • 29 March 2017
Professional photos | Traveller photos (1019)
Offers & Announcements UP TO 20% OFF! BOOK NOW!
Conrad Chicago (Chicago, IL) 4.5 of 5
101 E Erie St, Chicago, IL 60611-2812
Conrad Chicago Slideshow
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US$271 - US$562 Avg. price/night*
Ollie #3 of 187 hotels in Chicago
Professional photos | Traveller photos (89)
Special Offer $50 Credit per Night
Certificate of Excellence
Travellers' Choice® 2017 Winner Luxury
 
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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US$384 - US$934 Avg. price/night*
Ollie #4 of 187 hotels in Chicago
  •  Treat Yourself! 
  • The Peninsula Chicago is a bucket list destination and is quite the treat... more
  • 23 March 2017
Professional photos | Traveller photos (862)
Offers & Announcements Exclusive Room Upgrade
The Talbott Hotel (Chicago, IL) 4.0 of 5
20 East Delaware Place, Chicago, IL 60611-4938
No photo provided
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US$240 - US$590 Avg. price/night*
Ollie #5 of 187 hotels in Chicago
Professional photos | Traveller photos (899)
Offers & Announcements Springtime Savings!
21 E. Bellevue Place, Chicago, IL 60611-1174
Thompson Chicago, a Thompson Hotel Slideshow
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US$209 - US$533 Avg. price/night*
Ollie #6 of 187 hotels in Chicago
  •  Great Room 
  • Love the hotel but for the price there was no turndown service which was a... more
  • 29 March 2017
Professional photos | Traveller photos (786)
Offers & Announcements Bonus Add-Ons With Stay!
Park Hyatt Chicago (Chicago, IL) 5.0 of 5
800 N Michigan Ave, on Water Tower Square, Chicago, IL 60611-2105
Park Hyatt Chicago Slideshow
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US$296 - US$679 Avg. price/night*
Ollie #7 of 187 hotels in Chicago
  •  Stay stay stay 
  • Wonderful hotel and everyone was so friendly!! I would recommend it over... more
  • 30 March 2017
Professional photos | Traveller photos (380)
Special Offer Save up to 10% off
120 E. Delaware Pl., Chicago, IL 60611-1443
Four Seasons Hotel Chicago Slideshow
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US$325 - US$1,021 Avg. price/night*
Ollie #8 of 187 hotels in Chicago
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Special Offer Advance Purchase Package
122 W Monroe St, Chicago, IL 60603-5032
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US$172 - US$482 Avg. price/night*
Ollie #9 of 187 hotels in Chicago
Professional photos | Traveller photos (96)
Special Offer Book Direct: 30% Off!
505 North State Street, Chicago, IL 60654-4803
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US$190 - US$539 Avg. price/night*
Ollie #10 of 187 hotels in Chicago
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11 East Walton, Chicago, IL 60611-1412
Waldorf Astoria Chicago Slideshow
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US$374 - US$760 Avg. price/night*
Ollie #11 of 187 hotels in Chicago
Professional photos | Traveller photos (791)
Special Offer $50 Credit per Night
Loews Chicago Hotel (Chicago, IL) 4.5 of 5
455 N Park Drive, Chicago, IL 60611-5886
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US$194 - US$465 Avg. price/night*
Ollie #12 of 187 hotels in Chicago
  •  Excellent!!! 
  • Always a great experience. Excellent service. Fantastic facility. We... more
  • 30 March 2017
Professional photos | Traveller photos (508)
Special Offer Parking&Breakfast Credit
12 South Michigan Avenue, Chicago, IL 60603
Chicago Athletic Association Hotel Slideshow
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US$216 - US$500 Avg. price/night*
Ollie #13 of 187 hotels in Chicago
  •  The CHicago way 
  • Cleanliness and comfortable indeed. Draw back was that we felt the public... more
  • 29 March 2017
Professional photos | Traveller photos (848)
Offers & Announcements Spring Break Offer
116 N Jefferson St, Chicago, IL 60661
Hampton Inn Chicago Downtown West Loop Slideshow
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US$149 - US$269 Avg. price/night*
Ollie #14 of 187 hotels in Chicago
Traveller photos (85)
Special Offer STOP CLICKING AROUND
Virgin Hotels Chicago (Chicago, IL) 4.5 of 5
203 N Wabash Ave, Chicago, IL 60601-2406
Virgin Hotels Chicago Slideshow
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US$202 - US$451 Avg. price/night*
Ollie #15 of 187 hotels in Chicago
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Offers & Announcements Perfectly Planned
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$195 - US$351 Avg. price/night*
Ollie #16 of 187 hotels in Chicago
  •  Wonderful hotel 
  • My wife and I stayed during a quick "getaway" from home. Upon arriving I... more
  • 29 March 2017
Professional photos | Traveller photos (562)
Special Offer Save 10% Off
60 W Illinois St, Chicago, IL 60654-4805
Fairfield Inn & Suites Chicago Downtown/River North Slideshow
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US$154 - US$364 Avg. price/night*
Ollie #17 of 187 hotels in Chicago
  •  Great overnight 
  • Stayed here one night for a wedding and it was great. Excellent location... more
  • 29 March 2017
Professional photos | Traveller photos (334)
Special Offer Member Rates
221 N. Columbus Drive, Chicago, IL 60601-7801
Radisson Blu Aqua Hotel Slideshow
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US$196 - US$480 Avg. price/night*
Ollie #18 of 187 hotels in Chicago
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Kinzie Hotel (Chicago, IL) 4.0 of 5
20 W Kinzie St, Chicago, IL 60654-6392
No photo provided
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US$181 - US$477 Avg. price/night*
Ollie #19 of 187 hotels in Chicago
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Special Offer Save an Additional 10%
225 N Wabash Avenue, Chicago, IL 60601-2404
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US$169 - US$470 Avg. price/night*
Ollie #20 of 187 hotels in Chicago
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Additional Taste Information

3.5 of 5 bubbles | 21 Reviews