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Top South Side Boutique Hotels
Eurostars Magnificent Mile
Downtown Chicago
9.0 out of 10, Wonderful, (3133)
"Amazing and will be staying again!"
Angie
The price is 2.278.627 ₫
2.674.883 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
L7 Chicago by LOTTE
Downtown Chicago
9.6 out of 10, Exceptional, (3328)
"Great location, comfortable hotel "
Mark
The price is 3.717.011 ₫
4.363.399 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
8.2 out of 10, Very good, (3770)
"Great location "
Carlos
The price is 2.018.663 ₫
2.369.709 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
9.6 out of 10, Exceptional, (1104)
"Great location - perfect walking distance to main tourist areas."
Alexa
The price is 2.510.519 ₫
2.947.096 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Downtown Chicago
9.2 out of 10, Wonderful, (2295)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
Elizabeth
The price is 2.698.570 ₫
4.011.723 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Central Loop Hotel
Downtown Chicago
8.6 out of 10, Excellent, (1921)
"Very clean and well maintained room, comfortable bed, and great location!"
Rebecca
The price is 1.952.826 ₫
2.292.422 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Virgin Hotels Chicago
Downtown Chicago
9.2 out of 10, Wonderful, (1422)
"Excellent hotel the rooms are awesome "
Devita
The price is 4.720.409 ₫
6.439.271 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Trump International Hotel & Tower Chicago
Downtown Chicago
9.4 out of 10, Exceptional, (1784)
"Great stay "
Mohammed
The price is 7.292.134 ₫
8.560.237 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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