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  1. Trump International Hotel & Tower Chicago

    Trump International Hotel & Tower Chicago

    River North
    4.7 out of 5 Exceptional (1,360 reviews)
    20% off
    Price was $510Price is now $408
    per night
    $479 total
    Includes taxes & fees
    More information about Trump International Hotel & Tower Chicago, Opens in a new window
  2. The Langham, Chicago

    The Langham, Chicago

    River North
    Fully refundable
    Reserve now, pay later
    4.9 out of 5 Exceptional (1,084 reviews)
    We have 4 left at
    Price is $525
    per night
    $616 total
    Includes taxes & fees
    More information about The Langham, Chicago, Opens in a new window
  3. Hyatt Regency Chicago

    Hyatt Regency Chicago

    The Loop
    Fully refundable
    Reserve now, pay later
    4.3 out of 5 Excellent (3,389 reviews)
    Price is $319
    per night
    $375 total
    Includes taxes & fees
    More information about Hyatt Regency Chicago, Opens in a new window
  4. The Peninsula Chicago

    The Peninsula Chicago

    Chicago
    Fully refundable
    Reserve now, pay later
    4.9 out of 5 Exceptional (1,001 reviews)
    We have 7 left at
    Price is $625
    per night
    $734 total
    Includes taxes & fees
    More information about The Peninsula Chicago, Opens in a new window
  5. Hotel Audrey

    Hotel Audrey

    Chicago
    Fully refundable
    4.2 out of 5 Very Good (1,243 reviews)
    We have 1 left at 20% off at
    Price was $237Price is now $189
    per night
    $222 total
    Includes taxes & fees
    More information about Hotel Audrey, Opens in a new window
  6. Four Seasons Hotel Chicago

    Four Seasons Hotel Chicago

    Chicago
    4.7 out of 5 Exceptional (901 reviews)
    Price is $495
    per night
    $581 total
    Includes taxes & fees
    More information about Four Seasons Hotel Chicago, Opens in a new window
  7. Congress Plaza Hotel

    Congress Plaza Hotel

    The Loop
    Fully refundable
    3.7 out of 5 Good (4,428 reviews)
    10% off
    Price was $239Price is now $215
    per night
    $253 total
    Includes taxes & fees
    More information about Congress Plaza Hotel, Opens in a new window
  8. DoubleTree by Hilton Chicago - Magnificent Mile

    DoubleTree by Hilton Chicago - Magnificent Mile

    Chicago
    4.2 out of 5 Very Good (1,706 reviews)
    10% off
    Price was $263Price is now $237
    per night
    $278 total
    Includes taxes & fees
    More information about DoubleTree by Hilton Chicago - Magnificent Mile, Opens in a new window
  9. InterContinental Chicago Magnificent Mile, an IHG Hotel

    InterContinental Chicago Magnificent Mile, an IHG Hotel

    Magnificent Mile
    Fully refundable
    4.2 out of 5 Very Good (1,037 reviews)
    We have 7 left at
    Price is $427
    per night
    $516 total
    Includes taxes & fees
    More information about InterContinental Chicago Magnificent Mile, an IHG Hotel, Opens in a new window
  10. Fairmont Chicago at Millennium Park Gold Experience

    Fairmont Chicago at Millennium Park Gold Experience

    The Loop
    5.0 out of 5 Exceptional (1 review)
    Price is $404
    per night
    $474 total
    Includes taxes & fees
    More information about Fairmont Chicago at Millennium Park Gold Experience, Opens in a new window
  11. Claridge House

    Claridge House

    Gold Coast
    4.2 out of 5 Very Good (881 reviews)
    15% off
    Price was $159Price is now $135
    per night
    $182 total
    Includes taxes & fees
    More information about Claridge House, Opens in a new window
  12. Viceroy Chicago

    Viceroy Chicago

    Chicago
    Fully refundable
    Reserve now, pay later
    4.7 out of 5 Exceptional (1,175 reviews)
    We have 2 left at
    Price is $445
    per night
    $522 total
    Includes taxes & fees
    More information about Viceroy Chicago, Opens in a new window
  13. Millennium Knickerbocker Chicago

    Millennium Knickerbocker Chicago

    Chicago
    Fully refundable
    3.8 out of 5 Good (1,786 reviews)
    Price is $139
    per night
    $163 total
    Includes taxes & fees
    More information about Millennium Knickerbocker Chicago, Opens in a new window
  14. Le Méridien Essex Chicago

    Le Méridien Essex Chicago

    The Loop
    4.3 out of 5 Excellent (1,172 reviews)
    We have 5 left at
    Price is $297
    per night
    $365 total
    Includes taxes & fees
    More information about Le Méridien Essex Chicago, Opens in a new window
  15. Park Hyatt Chicago

    Park Hyatt Chicago

    Magnificent Mile
    Fully refundable
    4.7 out of 5 Exceptional (790 reviews)
    We have 1 left at 20% off at
    Price was $515Price is now $412
    per night
    $484 total
    Includes taxes & fees
    More information about Park Hyatt Chicago, Opens in a new window
  16. Silversmith Hotel Chicago Downtown

    Silversmith Hotel Chicago Downtown

    Chicago
    Fully refundable
    Reserve now, pay later
    4.6 out of 5 Wonderful (1,571 reviews)
    We have 2 left at 20% off at
    Price was $436Price is now $349
    per night
    $410 total
    Includes taxes & fees
    More information about Silversmith Hotel Chicago Downtown, Opens in a new window
  17. Pendry Chicago

    Pendry Chicago

    Chicago
    4.4 out of 5 Excellent (35 reviews)
    We have 1 left at
    Price is $378
    per night
    $470 total
    Includes taxes & fees
    More information about Pendry Chicago, Opens in a new window
  18. Club Quarters Hotel, Central Loop

    Club Quarters Hotel, Central Loop

    Chicago
    Fully refundable
    Reserve now, pay later
    4.2 out of 5 Very Good (1,486 reviews)
    Price is $185
    per night
    $217 total
    Includes taxes & fees
    More information about Club Quarters Hotel, Central Loop, Opens in a new window
  19. The Whitehall Hotel

    The Whitehall Hotel

    Chicago
    4.0 out of 5 Very Good (3,424 reviews)
    15% off
    Price was $199Price is now $169
    per night
    $199 total
    Includes taxes & fees
    More information about The Whitehall Hotel, Opens in a new window
  20. Warwick Allerton - Chicago

    Warwick Allerton - Chicago

    Magnificent Mile
    Fully refundable
    3.9 out of 5 Good (2,008 reviews)
    Price is $215
    per night
    $267 total
    Includes taxes & fees
    More information about Warwick Allerton - Chicago, Opens in a new window
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