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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
94
Excellent
1093 Reviews
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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
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Drake Hotel Chicago
Chicago, IL, United States See Hotel Details
88
Excellent
1651 Reviews
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Four Seasons Chicago
Chicago, IL, United States See Hotel Details
97
Excellent
763 Reviews
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Pendry Chicago
Chicago, IL, United States See Hotel Details
95
Excellent
712 Reviews
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Exclusive Five Star Alliance PERK
SAVE $225+
  • $100 F&B Credit
  • Breakfast Daily
  • Upgrade at Booking
  • WiFi
  • VIP Status
  • Early Check-in
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The Gwen Chicago
Chicago, IL, United States See Hotel Details
92
Excellent
514 Reviews
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Exclusive Five Star Alliance PERK
SAVE $225+
  • Breakfast Daily
  • $100 F&B Credit
  • Gift
  • VIP Status
  • WiFi
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The Peninsula Chicago
Chicago, IL, United States See Hotel Details
99
Excellent
1167 Reviews
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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
  • $100 Hotel Credit
  • VIP Status
  • WiFi
  • Upgrade
  • Early Check-in
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The Whitehall Hotel
Chicago, IL, United States See Hotel Details
82
Very Good
3147 Reviews
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Thompson Chicago
Chicago, IL, United States See Hotel Details
91
Excellent
1415 Reviews
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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 $225+
  • Breakfast Daily
  • $100 F&B Credit
  • VIP Status
  • WiFi
  • Upgrade
  • Early Check-in
Learn More

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