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

Find Romantic Hotels in South Side from S$135

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Check availability on South Side Romantic Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for South Side romantic hotels

Lobby lounge
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.
A hotel room with two beds, a desk, and a chair.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

1. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
S$215
includes taxes & fees
1 Nov - 2 Nov
Chicago Marriott Midway
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.
A multi-story motel with a parking lot.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
DENNIS
S$135
includes taxes & fees
8 Nov - 9 Nov
Motel 6 - Chicago, IL
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.
A reception area with a wooden reception desk, a sofa, and a coffee table.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

3. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
S$161
includes taxes & fees
26 Oct - 27 Oct
Carlton Inn Midway
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
A modern restaurant with a bar area, multiple seating options, and a contemporary design.
A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.
A modern lobby with a sofa, a coffee table, and a large digital art display.

4. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
United States
Sckilar
S$190
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Chicago Chinatown
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.
A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.
An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.
A spacious living area with a modern chandelier, comfortable seating, and a fireplace.

5. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
United States
Brent
S$347
includes taxes & fees
23 Nov - 24 Nov
Sophy Hyde Park
A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.
A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.
A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.
A dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.

6. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
S$190
includes taxes & fees
23 Nov - 24 Nov
Villa Dubois Guest House
A modern hotel lobby with a seating area, multiple tables, and large windows offering views.
A hotel room with a bed, bedside lamps, a nightstand, and a wall-mounted artwork.
A hotel with a prominent entrance, a flag, and a clear sky.
An indoor swimming pool with clear blue water, surrounded by walls with large windows offering views of trees and buildings.

7. Hampton Inn & Suites Bridgeview Chicago

Hampton Inn & Suites Bridgeview Chicago
Summit
United States
firas
S$161
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Bridgeview Chicago
A hotel room with two beds, a desk with a television, a chair, and a window with curtains.
A hotel corridor with orange walls, a herringbone-patterned floor, and a row of doors on the right.
A spacious lobby with a large seating area, a reception desk, and a view of the dining area through glass doors.
A modern restaurant with long communal tables and booths, a flat-screen TV mounted on the wall, and a patterned floor.

8. Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
Countryside
United States
Johna
S$146
includes taxes & fees
13 Nov - 14 Nov
Best Western Plus Chicagoland - Countryside
A spacious lobby with a central seating area, a reception desk, and a modern chandelier.
A restaurant with a bar area, multiple dining tables, and chairs.
A hotel lobby with seating areas, a patterned carpet, and a large mirror.
An outdoor dining area with brick walls, string lights, and tables set for guests.

9. DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip
Alsip
United States
Ami
S$164
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Chicago - Alsip
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

10. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
S$174
includes taxes & fees
26 Oct - 27 Oct
Carleton of Oak Park
View all properties

Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"Todo bien, mi 4a vez"
Luis 5-night trip
Posted 2 days ago
Chinatown Hotel Chicago

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