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Featured South Loop Boutique Hotels

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
$95 nightly
The price is $112 total per night
$112 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
With a stay at Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel, you'll be centrally located in Chicago, steps from Pontiac Building and within a 5-minute walk of Old Colony Building.
Free WiFi
Restaurant
The Wheeler Mansion

The Wheeler Mansion

4 out of 5
2020 South Calumet Avenue Chicago IL
A stay at The Wheeler Mansion places you in the heart of Chicago, within a 5-minute walk of Chicago Women's Park and Joseph G Coleman House.
Breakfast included
All inclusive
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave Chicago IL
$152 nightly
The price is $179 total per night
$179 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Blackstone, Autograph Collection in Chicago (Downtown Chicago), you'll be a 3-minute walk from State Street and 11 minutes by foot from Millennium Park.
Spa
Pet friendly
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$114 nightly
The price is $134 total per night
$134 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Hilton Chicago, you'll be centrally located in Chicago, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Pool
Hot Tub
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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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South Loop hotels essential information

Accommodation
4,754 hotels
Lowest Price
$112
Highest Price
$179
Popular hotels
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel, The Wheeler Mansion, The Blackstone, Autograph Collection, Hilton Chicago

Most Recent South Loop Hotel Reviews

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"The staff was great and the room was clean. We did not purchase breakfast on site, but there were several great restaurants and bakeries nearby."
A verified traveler stayed at Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop

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