Compare Boutique Hotels in South Loop

Secret Bargains - Save an extra 10% or more on select Boutique Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured South Loop Boutique Hotels

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

4 out of 5
500 South Dearborn Street Chicago IL
$160 nightly
The price is $191 total per night
$191 total
Nov 5 - Nov 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Hilton Vacation Club Hotel Blake Chicago, 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 Elbridge G Keith House and Chicago Women's Park.
Breakfast included
Pet friendly
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave Chicago IL
$258 nightly
The price is $306 total per night
$306 total
Nov 22 - Nov 23
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 steps from Grant Park 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
$160 nightly
The price is $190 total per night
$190 total
Nov 22 - Nov 23
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, steps from Grant Park and within a 10-minute walk of Buckingham Fountain.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in South Loop
View all properties
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.

South Loop hotels essential information

Accommodation
4,696 hotels
Lowest Price
$190
Highest Price
$306
Popular hotels
Hilton Vacation Club Hotel Blake Chicago, The Wheeler Mansion, The Blackstone, Autograph Collection, Hilton Chicago

Most Recent South Loop Hotel Reviews

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

4 out of 5
Posted less than an hour ago
CheapTickets Verified Review
"-Honestly a great location for being in that area of Chicago...short rideshares to tons of places and walkable if you want. Glad we did that rather than stay by one of the airports and train in every day. -We heard the train might be loud in the rooms, but it didn't hinder our sleep or experience at all. You could notice when it went by, but it wasn't impactful. -You're paying for the location, the room and amenities aren't anything above average, but they were completely satisfactory. Room was clean. Pool and hot tub were good enough and the pool was actually great for younger kids (not too deep). -Breakfast was nothing special, but it was nice to have it available and have one less thing to worry about. -Would definitely stay there again."
A verified traveler stayed at Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop

Top Picks