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

Find Kid Friendly Hotels in South Side from S$135

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Check availability on South Side Family friendly Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for South Side family-friendly hotels

A modern interior with a staircase, green upholstered seating, and artwork on the walls.
A hotel with a covered entrance, multiple windows, and a clear sky.
A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A buffet area with various food options, including omelets and other dishes, displayed in stainless steel containers.

1. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
S$191
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.
A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.
A modern lobby with a glass partition, a fireplace, and a seating area.
A hotel with multiple floors, large windows, and a prominent sign for the Jaslin Hotel.

2. Jaslin Hotel

Jaslin Hotel
Chinatown
S$212
includes taxes & fees
4 Nov - 5 Nov
Jaslin Hotel
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A modern bathroom with a bathtub, toilet, and vanity with a mirror.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

3. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
S$179
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago – Midway Airport S by IHG
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern lounge area with a fireplace, comfortable seating, and a large window.
A restaurant with a bar area, seating, and a television screen displaying a sports event.
A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

4. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
  • Family-friendly lodging near Lake Michigan offers premium TV, spacious rooms, and easy park access.
S$190
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago-South/University Medical Center
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.

5. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
S$190
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Chicago Chinatown
Lobby lounge
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.
A modern bar area with high stools, a bar counter, and a seating area with round tables and chairs.

6. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
S$215
includes taxes & fees
1 Nov - 2 Nov
Chicago Marriott Midway
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
A modern bathroom with a glass shower enclosure, a white toilet, and a large mirror above a white sink.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

7. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
  • Family-friendly comfort just minutes from Chicago Midway with free breakfast, cots, and premium TV for entertaining little ones.
S$161
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A multi-story motel with a parking lot.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

8. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
S$135
includes taxes & fees
8 Nov - 9 Nov
Motel 6 - Chicago, IL
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.
A bar area with a marble countertop, multiple shelves of bottles, and a large TV screen. There are several bar stools and a round table with a vase of flowers.
A modern living room with a marble column, wooden shelves, and a unique chandelier.

9. Sophy Hyde Park

Sophy Hyde Park
Hyde Park
S$347
includes taxes & fees
23 Nov - 24 Nov
Sophy Hyde Park
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.
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.

10. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
  • Family adventure awaits at this midway hotel with free airport shuttle and premium TV.
S$161
includes taxes & fees
25 Oct - 26 Oct
Carlton Inn Midway
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Choose what matters most at family-friendly hotels in South Side

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in South Side

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.

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
Chinatown
S$190
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Chicago Chinatown
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
S$191
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.
A restaurant with a bar area, seating, and a television screen displaying a sports event.
A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
S$190
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago-South/University Medical Center
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
S$179
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago – Midway Airport S by IHG
Lobby lounge
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.
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
S$215
includes taxes & fees
1 Nov - 2 Nov
Chicago Marriott Midway
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.
A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.
A Best Western hotel with a brick facade, multiple windows, and a covered parking area.
A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
S$161
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.
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.

Carlton Inn Midway

Carlton Inn Midway
Archer Heights
S$161
includes taxes & fees
25 Oct - 26 Oct
Carlton Inn Midway
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.
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Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"Está bien por que está económico solo que no tiene ascensores y las habitaciones un poco chica pero pasar una noche está súper bien y su emo tiene su propio estacionamiento"
Eliannys 2-night trip
Posted 13 hours ago
Chinatown Hotel Chicago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

8/10 Good
"Close to Midway airport and the car rental building. Friendly and helpful staff, SUPER CLEAN & QUIET ROOM, bed was very comfortable, the shower was hot and water pressure strong. A couple of small mechanical issues but we were a very late check-in so those items had to wait 'til morning."
Douglas 1-night trip
Posted 20 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Stayed at property with family. Property, amenities, room updated modern and well maintained. Located perfectly- theater across the street, restaurants and shopping"
Tavia 1-night trip
Posted 20 hours ago
Hyatt Place Chicago-South/University Medical Center
Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Best Hotel in Chicago. We book every two years and look forward to staying there. Great staff, incredible location, and just the perfect place for our team to stay for IMTS. Also love the Starbooks near the lobby, the convenient and safe parking, and the hundreds of great restaurants in the neighborhood."
Shaun 10-night trip
Posted 22 hours ago
Jaslin Hotel
Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Clean room air conditioning staff"
Samy 1-night trip
Posted 1 day ago
Carlton Inn Midway

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