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Hotels (192)

B&Bs / Inns (22)

Specialty Lodging (60)

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The Guesthouse Hotel (Chicago, IL)
4872 N Clark St, Chicago, IL 60640-4711
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$208 - $506 Avg. price/night*
Ollie #1 of 192 hotels in Chicago
Professional photos | Traveler photos (137)
Announcement FREE TESLA CHARGER
Certificate of Excellence
Travelers' Choice® 2017 Winner Luxury
 
The Peninsula Chicago (Chicago, IL)
108 E Superior St, at North Michigan Avenue, Chicago, IL 60611-2645
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$358 - $939 Avg. price/night*
Ollie #2 of 192 hotels in Chicago
Professional photos | Traveler photos (910)
Special Rate Free room upgrade
Travelers' Choice® 2017 Winner Luxury
 
The Langham, Chicago (Chicago, IL)
330 North Wabash Avenue, Chicago, IL 60611-3586
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$281 - $820 Avg. price/night*
Ollie #3 of 192 hotels in Chicago
Professional photos | Traveler photos (1163)
Special Rate Complimentary Night
120 E. Delaware Place, Chicago, IL 60611-1443
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$344 - $785 Avg. price/night*
Ollie #4 of 192 hotels in Chicago
  •  Great Stay! 
  • It was a great experience. Real luxury. I stayed with my wife on a... more
  • November 15, 2017
Professional photos | Traveler photos (969)
Special Offer Advance Purchase Package
21 E. Bellevue Place, Chicago, IL 60611-1174
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$199 - $505 Avg. price/night*
Ollie #5 of 192 hotels in Chicago
Professional photos | Traveler photos (909)
Special Offer Save Up To $250 On...
Loews Chicago Hotel (Chicago, IL)
455 N Park Dr, Chicago, IL 60611-5886
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$158 - $457 Avg. price/night*
Ollie #6 of 192 hotels in Chicago
Professional photos | Traveler photos (689)
Special Offer Bed & Breakfast
Kimpton Gray Hotel (Chicago, IL)
122 W Monroe St, Chicago, IL 60603-5032
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$154 - $394 Avg. price/night*
Ollie #7 of 192 hotels in Chicago
Professional photos | Traveler photos (233)
521 North Rush Street, at Michigan Avenue, Chicago, IL 60611-3646
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$154 - $633 Avg. price/night*
Ollie #8 of 192 hotels in Chicago
  •  Great Hotel in Chicago 
  • This is by far my favorite hotel in Chicago. The staff are top notch. I... more
  • November 17, 2017
Professional photos | Traveler photos (310)
Special Offer Breakfast for 2 Included
11 East Walton, Chicago, IL 60611-1412
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$314 - $682 Avg. price/night*
Ollie #9 of 192 hotels in Chicago
  •  Wonderful Service! 
  • We recently stayed at this property and it does not disappoint. Not 5... more
  • November 16, 2017
Professional photos | Traveler photos (846)
Special Offer Double Points,Every Stay
1209 W Albion Ave, Chicago, IL 60626-4713
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$106 - $229 Avg. price/night*
Ollie #10 of 192 hotels in Chicago
  •  Hampton in Chicago 
  • Hotel and personnel were excellent. Complimentary breakfast was available... more
  • November 17, 2017
Traveler photos (111)
Special Offer Double Points,Every Stay
The Talbott Hotel (Chicago, IL)
20 East Delaware Place, Chicago, IL 60611-4938
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$162 - $484 Avg. price/night*
Ollie #11 of 192 hotels in Chicago
Professional photos | Traveler photos (989)
Offers & Announcements Best Rate Guarantee
116 N Jefferson St, Chicago, IL 60661
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$102 - $269 Avg. price/night*
Ollie #12 of 192 hotels in Chicago
  •  Nice Hampton Inn 
  • My husband and I stayed here for a beer event at UIC Forum on a Friday... more
  • November 14, 2017
Traveler photos (97)
Special Offer Double Points,Every Stay
505 North State Street, Chicago, IL 60654-4803
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$141 - $425 Avg. price/night*
Ollie #13 of 192 hotels in Chicago
  •  Mom and daughter trip 
  • We arrived Monday and departed Thursday. We had a double queen on the... more
  • November 17, 2017
Professional photos | Traveler photos (1227)
Special Offer Book Direct: Get 30...
Virgin Hotels Chicago (Chicago, IL)
203 N Wabash Ave, Chicago, IL 60601-2424
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$151 - $396 Avg. price/night*
Ollie #14 of 192 hotels in Chicago
Professional photos | Traveler photos (1069)
Offers & Announcements $25 Breakfast Credit
225 N Wabash Avenue, Chicago, IL 60601-2404
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$142 - $419 Avg. price/night*
Ollie #15 of 192 hotels in Chicago
Professional photos | Traveler photos (1271)
Special Offer Book Direct: 30% Off!
Park Hyatt Chicago (Chicago, IL)
800 N Michigan Ave, on Water Tower Square, Chicago, IL 60611-2105
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$308 - $584 Avg. price/night*
Ollie #16 of 192 hotels in Chicago
Professional photos | Traveler photos (448)
160 E Pearson St, Water Tower Place, Chicago, IL 60611-2308
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$264 - $760 Avg. price/night*
Ollie #17 of 192 hotels in Chicago
  •  First trip to Chicago 
  • This was our first trip to Chicago. Staying at the Ritz certainly made it... more
  • November 15, 2017
Professional photos | Traveler photos (311)
Special Offer Save up to 15% off
Conrad Chicago (Chicago, IL)
101 East Erie Street, Chicago, IL 60611-2812
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$199 - $460 Avg. price/night*
Ollie #18 of 192 hotels in Chicago
  •  Mixed Bag 
  • The Conrad Chicago, despite its perfect location just steps from Michigan... more
  • November 15, 2017
Professional photos | Traveler photos (188)
Special Offer Double Points,Every Stay
12 South Michigan Avenue, Chicago, IL 60603
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$185 - $453 Avg. price/night*
Ollie #19 of 192 hotels in Chicago
  •  Wanted to give it a try 
  • Was in Chicago for business and kept reading about this hotel so I finally... more
  • November 16, 2017
Professional photos | Traveler photos (874)
Special Offer Stay & Dine
6550 S Cicero Ave, Chicago, IL 60638-5804
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$158 - $253 Avg. price/night*
Ollie #20 of 192 hotels in Chicago
  •  Hotel Recommendation 
  • Great place to stay. Close to Midway airport, clean rooms, very friendly... more
  • November 16, 2017
Professional photos | Traveler photos (122)