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Hotels (188)

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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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$301 - $651 Avg. price/night*
Ollie #1 of 188 hotels in Chicago
Professional photos | Traveler photos (136)
Announcement FREE TESLA CHARGER
Certificate of Excellence
Travelers' 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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$381 - $935 Avg. price/night*
Ollie #2 of 188 hotels in Chicago
Professional photos | Traveler photos (1043)
Certificate of Excellence
Travelers' 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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$401 - $1,017 Avg. price/night*
Ollie #3 of 188 hotels in Chicago
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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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$289 - $576 Avg. price/night*
Ollie #4 of 188 hotels in Chicago
Professional photos | Traveler photos (103)
Special Offer Double Points, Every...
The Talbott Hotel (Chicago, IL) 4.0 of 5
20 East Delaware Place, Chicago, IL 60611
The Talbott Hotel Slideshow
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$186 - $465 Avg. price/night*
Ollie #5 of 188 hotels in Chicago
Professional photos | Traveler photos (899)
Offers & Announcements Sips of Summer
1209 W Albion Ave, Chicago, IL 60626-4713
Hampton Inn Chicago North - Loyola Station Slideshow
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$167 - $312 Avg. price/night*
Ollie #6 of 188 hotels in Chicago
Traveler photos (74)
Special Offer Double Points, Every...
120 E. Delaware Pl., Chicago, IL 60611-1443
Four Seasons Hotel Chicago Slideshow
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$342 - $1,130 Avg. price/night*
Ollie #7 of 188 hotels in Chicago
  •  Average at best 
  • The Four Seasons Chicago has comfortable attractive common areas. The room... more
  • May 23, 2017
Professional photos | Traveler photos (892)
21 E. Bellevue Place, Chicago, IL 60611-1174
Thompson Chicago, a Thompson Hotel Slideshow
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$237 - $562 Avg. price/night*
Ollie #8 of 188 hotels in Chicago
  •  Quick trip 
  • The Thompson hotels never disappoint. We've stayed in Thompson hotels in... more
  • May 23, 2017
Professional photos | Traveler photos (823)
Offers & Announcements Uncover 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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$319 - $671 Avg. price/night*
Ollie #9 of 188 hotels in Chicago
Professional photos | Traveler photos (396)
Kimpton Gray Hotel (Chicago, IL) 4.5 of 5
122 W Monroe St, Chicago, IL 60603-5032
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$203 - $504 Avg. price/night*
Ollie #10 of 188 hotels in Chicago
  •  Second great stay 
  • The Kimpton Gray like most Kimpton's is 'different' it feels like a... more
  • May 20, 2017
Professional photos | Traveler photos (115)
Special Offer Book Direct: 25% Off!
Loews Chicago Hotel (Chicago, IL) 4.5 of 5
455 N Park Drive, Chicago, IL 60611-5886
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$203 - $489 Avg. price/night*
Ollie #11 of 188 hotels in Chicago
Professional photos | Traveler photos (602)
Special Offer Parking&Breakfast Credit
116 N Jefferson St, Chicago, IL 60661
Hampton Inn Chicago Downtown West Loop Slideshow
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$151 - $371 Avg. price/night*
Ollie #12 of 188 hotels in Chicago
  •  New Hampton 
  • Great place. All new. Perfect location for downtown loop business. Easy... more
  • May 22, 2017
Professional photos | Traveler photos (91)
Special Offer Double Points, Every...
505 North State Street, Chicago, IL 60654-4803
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$220 - $498 Avg. price/night*
Ollie #13 of 188 hotels in Chicago
  •  Wedding weekend 
  • We went to a friends wedding and this hotel was is a perfect location. We... more
  • May 18, 2017
Professional photos | Traveler photos (1178)
Special Offer Book Direct: Get 25...
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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$207 - $495 Avg. price/night*
Ollie #14 of 188 hotels in Chicago
  •  Amaaaazing 
  • I cannot say enough about this hotel. We went here to celebrate our... more
  • May 22, 2017
Professional photos | Traveler photos (969)
Offers & Announcements Perfectly Planned
11 East Walton, Chicago, IL 60611-1412
Waldorf Astoria Chicago Slideshow
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$409 - $827 Avg. price/night*
Ollie #15 of 188 hotels in Chicago
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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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$166 - $379 Avg. price/night*
Ollie #16 of 188 hotels in Chicago
Professional photos | Traveler 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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$205 - $354 Avg. price/night*
Ollie #17 of 188 hotels in Chicago
Professional photos | Traveler photos (575)
Offers & Announcements Save 10% Off
12 South Michigan Avenue, Chicago, IL 60603
Chicago Athletic Association Hotel Slideshow
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$259 - $631 Avg. price/night*
Ollie #18 of 188 hotels in Chicago
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Offers & Announcements Up To $125 Dining Credit
221 N. Columbus Drive, Chicago, IL 60601-7801
Radisson Blu Aqua Hotel Slideshow
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$212 - $488 Avg. price/night*
Ollie #19 of 188 hotels in Chicago
  •  Beautiful hotel 
  • We have stayed in this hotel ten times and it has never disappointed us... more
  • May 22, 2017
Professional photos | Traveler photos (1521)
Special Offer Bed & Breakfast for Two
225 N Wabash Avenue, Chicago, IL 60601-2404
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$204 - $529 Avg. price/night*
Ollie #20 of 188 hotels in Chicago
Professional photos | Traveler photos (1177)
Special Offer Book Direct: 25% Off!