Boutique Hotels in South Side, Chicago

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Our top choices for South Side boutique hotels

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,357 reviews)
"Great stay"
United States
Ashley
The price is P7,775
P9,127 total
includes taxes & fees
Apr 2 - Apr 3
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,050 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is P5,628
P6,607 total
includes taxes & fees
Apr 6 - Apr 7
Central Loop Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,030 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is P8,079
P11,263 total
includes taxes & fees
Apr 26 - Apr 27
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,409 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is P10,333
P13,841 total
includes taxes & fees
Apr 8 - Apr 9
Sports Illustrated Resorts Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,846 reviews)
"Loved the stay here !"
United States
Alisha
The price is P9,299
P10,916 total
includes taxes & fees
Apr 26 - Apr 27
L7 Chicago by LOTTE

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,208 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is P6,225
P7,308 total
includes taxes & fees
Apr 12 - Apr 13
Ivy Boutique Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,269 reviews)
"I loved this hotel so much! The amenities are great and it’s a prime location with a beautiful view "
United States
Lacey
The price is P6,905
P8,106 total
includes taxes & fees
Apr 5 - Apr 6
The Chicago Hotel Collection - Magnificent Mile

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,223 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is P7,836
P9,199 total
includes taxes & fees
Apr 5 - Apr 6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (90 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is P8,035
P11,214 total
includes taxes & fees
Apr 26 - Apr 27
The Talbott, Autograph Collection

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Price was great. Room was huge with such a beautiful view of the city. Also a safe location within walking distance of things to see and do"
United States
Steve
The price is P9,561
P12,075 total
includes taxes & fees
Apr 2 - Apr 3
The Buckingham Hotel
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 Side Hotel Reviews