A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Boutique Hotels in South Side, Chicago

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Check availability on South Side Boutique Hotels

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for South Side boutique hotels

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large bed, a TV, a desk, and a chair.

1. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Ethan
P7,522
P8,943 total
includes taxes & fees
Aug 23 - Aug 24
Central Loop Hotel
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.
A modern hotel room with a city view, a dining area with a table and chairs, and a large potted plant.
A hotel room with a city view, a dining area, a sofa, and a TV.
A hotel room with a large window, a dining area with a table and chairs, a sofa, a TV, and a decorative light fixture.

2. The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
United States
Dominique
P9,710
P12,263 total
includes taxes & fees
Aug 30 - Aug 31
The Buckingham Hotel
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.
A hotel with a classic facade, large windows, and a prominent entrance.

3. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Marisela
P10,632
P14,401 total
includes taxes & fees
Aug 30 - Aug 31
Sports Illustrated Resorts Chicago
A corridor with ornate black metal railings and a patterned carpet.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.

4. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
P9,553
P13,187 total
includes taxes & fees
Aug 30 - Aug 31
Staypineapple, An Iconic Hotel, The Loop
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.
A modern lounge with a green sofa, armchairs, a coffee table, and a piano.

5. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Dylan
P10,061
P11,962 total
includes taxes & fees
Sep 7 - Sep 8
ACME Hotel Chicago, Outset Collection by Hilton
A bar area with a long counter, bar stools, and a mirrored wall.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

6. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
P8,962
P10,655 total
includes taxes & fees
Sep 9 - Sep 10
The Whitehall Hotel, BW Premier Collection
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

7. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
P7,934
P9,432 total
includes taxes & fees
Aug 30 - Aug 31
The Chicago Hotel Collection - Magnificent Mile
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

8. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Adam
P7,971
P9,358 total
includes taxes & fees
Aug 30 - Aug 31
Ivy Boutique Hotel
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

9. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Girivasan
P13,263
P15,768 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE
A room with two chairs and a small table, a large window with a city view at night.
A modern hotel lobby with a large window, seating area, and a reception desk.
A bar area with a long counter, multiple stools, and a television screen.
A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

10. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Matthew
P10,861
P12,913 total
includes taxes & fees
Aug 30 - Aug 31
Eurostars Magnificent Mile
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Top South Side Hotel Reviews

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