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The Best Weekend Getaways in Chicago

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Whether you are getting away from the hustle and bustle of a week at work, or spending the weekend in Chicago for a special occassion, these luxury hotels are all centrally located in downtown Chicago, IL and perfect for that one or two night weekend getaway.

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Chicago Athletic Association
Chicago, IL, United States See Hotel Details
93
Excellent
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Special offers are available at this hotel but are only available after being unlocked. Submit Your Email Address to Unlock Special Offers at this Hotel.

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Exclusive Five Star Alliance PERK
SAVE $250+
  • Breakfast Daily
  • $50 F&B Credit
  • Complimentary Daily Resort Fee
  • VIP Status
  • WiFi
  • Upgrade
Drake Hotel Chicago
Chicago, IL, United States See Hotel Details
87
Excellent
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Four Seasons Chicago
Chicago, IL, United States See Hotel Details
96
Excellent
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The Peninsula Chicago
Chicago, IL, United States See Hotel Details
98
Excellent
VIEW DETAILS

Special offers are available at this hotel but are only available after being unlocked. Submit Your Email Address to Unlock Special Offers at this Hotel.

Unlock Rate
Exclusive Five Star Alliance PERK
SAVE $250+
  • Breakfast Daily
  • $100 Hotel Credit
  • VIP Status
  • WiFi
  • Upgrade
  • Early Check-in

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