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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
91
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
82
Very Good
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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.

Four Seasons Chicago
Chicago, IL, United States See Hotel Details
95
Excellent
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Pendry Chicago
Chicago, IL, United States See Hotel Details
96
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 $225+
  • $100 F&B Credit
  • Breakfast Daily
  • Upgrade at Booking
  • WiFi
  • VIP Status
  • Early Check-in
The Gwen Chicago
Chicago, IL, United States See Hotel Details
93
Excellent
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Exclusive Five Star Alliance PERK
SAVE $200+
  • Breakfast Daily
  • $50 F&B Credit
  • Gift
  • VIP Status
  • WiFi
  • Upgrade
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
The Whitehall Hotel
Chicago, IL, United States See Hotel Details
79
Good
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Thompson Chicago
Chicago, IL, United States See Hotel Details
90
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 $225+
  • Breakfast Daily
  • $50 F&B Credit
  • VIP Status
  • WiFi
  • Upgrade
  • Early Check-in

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