Boutique Hotels & Resorts in South Chicago from AU$133

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Best South Chicago Boutique Hotels

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing and will be staying again!"
United States
Angie
The price is AU$165
includes taxes & fees
7 Jan - 8 Jan 2026
Eurostars Magnificent Mile

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3800)
"Spacious room, cute boutique hotel in great location!"
United States
Julie
The price is AU$135
includes taxes & fees
9 Dec - 10 Dec
The Whitehall Hotel, BW Premier Collection

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3346)
"I loved the location."
United States
Laura
The price is AU$249
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1110)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is AU$168
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1927)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is AU$133
includes taxes & fees
11 Dec - 12 Dec
Central Loop Hotel

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1418)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is AU$580
includes taxes & fees
10 Dec - 11 Dec
Virgin Hotels Chicago

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is AU$230
includes taxes & fees
5 Jan - 6 Jan 2026
The Royal Sonesta Chicago River North

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1909)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is AU$173
includes taxes & fees
9 Dec - 10 Dec
ACME Hotel Company

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2426)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great."
United States
James
The price is AU$242
includes taxes & fees
22 Dec - 23 Dec
Staypineapple, An Iconic Hotel, The Loop
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.

Top South Chicago Hotel Reviews

Frequently asked questions

What's there to see and do in South Chicago?
Once you've decided where you'll stay in family-friendly South Chicago, figure out some fun things to do on your trip. Favorite activities and sights around South Chicago include Michigan Avenue, Wrigley Field and Soldier Field. You might also want to see places such as Navy Pier, Griffin Museum of Science and Industry and Martin Luther King Drive during your trip.

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