Hotels with shuttle in South Side
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A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Find South Side Hotels with Shuttle Services from S$135

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your current months are November, 2026 and December, 2026.

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Recommended hotels in South Side

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 modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3.0 star property

Hyde Park

8.8 out of 10, Excellent, (1,010 reviews)

8.8/10

Excellent

(1,010 reviews)

"Rooms were very clean and breakfast was actually pretty good."

Kelley

The price is S$226

S$226

includes taxes & fees

6 Dec - 7 Dec

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 lobby with a sofa, a coffee table, and a large digital art display.

A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

2. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property

Chinatown

9.6 out of 10, Exceptional, (1,007 reviews)

9.6/10

Exceptional

(1,007 reviews)

"Nice and convenient location, with nice breakfast and friendly staff."

Shouan

The price is S$150

S$150

includes taxes & fees

7 Dec - 8 Dec

SpringHill Suites by Marriott Chicago Chinatown

A modern interior with a staircase, green upholstered seating, and artwork on the walls.

A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.

A hotel reception area with a modern design, including a reception desk, a digital display, and a dining area with tables and chairs.

A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

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

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

2.5 star property

Bedford Park

9.0 out of 10, Wonderful, (1,385 reviews)

9.0/10

Wonderful

(1,385 reviews)

"Easy parking, clean room & good breakfast."

Christopher

The price is S$185

S$185

includes taxes & fees

6 Dec - 7 Dec

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

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 modern living room with a marble column, wooden shelves, and a unique chandelier.

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.

4. Sophy Hyde Park

Sophy Hyde Park

4.0 star property

Hyde Park

9.4 out of 10, Exceptional, (1,006 reviews)

9.4/10

Exceptional

(1,006 reviews)

"The staff was wonderful. Very knowledgable and always pleasant."

Eva

The price is S$351

S$351

includes taxes & fees

23 Nov - 24 Nov

Sophy Hyde Park

A modern lobby with a glass partition, a fireplace, and a seating area.

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.

5. Jaslin Hotel

Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,425 reviews)

9.0/10

Wonderful

(1,425 reviews)

"Great stay"

Myangel

The price is S$200

S$200

includes taxes & fees

9 Nov - 10 Nov

Jaslin Hotel

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.

6. Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property

Bedford Park

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Overall great stay"

Cynitha

The price is S$215

S$215

includes taxes & fees

22 Nov - 23 Nov

Chicago Marriott Midway

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

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.

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 reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

7. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property

West Lawn

8.0 out of 10, Very good, (1,004 reviews)

8.0/10

Very good

(1,004 reviews)

"The staff was really kind and helpful!"

Dorsy

The price is S$160

S$160

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Chicago – Midway Airport S by IHG

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

8. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,000 reviews)

7.0/10

Good

(1,000 reviews)

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

William

The price is S$149

S$149

includes taxes & fees

1 Dec - 2 Dec

Best Western Inn & Suites - Midway Airport

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

9. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3.0 star property

Kenwood

7.0 out of 10, Good, (1,014 reviews)

7.0/10

Good

(1,014 reviews)

"Great hotel. Very clean and we loved the free parking and that they gave you a parking pass. Will definitely be my go to hotel"

Suzanne

The price is S$215

S$215

includes taxes & fees

24 Nov - 25 Nov

Chicago Lake Shore Hotel

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 bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

10. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2.0 star property

Washington Heights

7.0 out of 10, Good, (535 reviews)

7.0/10

Good

(535 reviews)

"Secure parking"

Ingrid

The price is S$135

S$135

includes taxes & fees

22 Nov - 23 Nov

Motel 6 - Chicago, IL

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

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A modern conference room with a wooden table, white chairs, a potted plant, and a large window with decorative plants.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

For the price, great quality in rooms, check in and nearby food options.

Rahul

Reviewed March 30, 2024Reviewed March 30, 2024

Hilton Vacation Club Hotel Blake Chicago

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

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 room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

A very nice property with an excellent location. The Korean restaurant on the ground floor was a pleasant surprise and served very tasty food. The only downside was that one of the two lifts was out of service for the entire four nights of my stay, which led to longer wait times and was somewhat frustrating.

Sungwon

Reviewed June 21, 2026Reviewed June 21, 2026

L7 CHICAGO by LOTTE HOTELS

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern room with a view of a river and high-rise buildings.

A modern interior with seating areas, a bar, and large windows offering city views.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Good Location

Nora Emma Oribello

Reviewed May 15, 2024Reviewed May 15, 2024

LondonHouse Chicago, Curio Collection by Hilton

A high-rise hotel with a modern glass facade, multiple floors, and a prominent corner entrance.

A couple sitting at a table with a glass of wine and hors d'oeuvres, in a room with a view of lights outside.

A modern reception area with a wooden ceiling and a reception desk.

A modern lobby with a fireplace, seating area, and large windows.

Residence Inn by Marriott Chicago Downtown / River North

Downtown Chicago

10/10 Excellent

Very comfortable stay - good sized room and well designed and fitted

Sudhir

Reviewed May 27, 2024Reviewed May 27, 2024

Residence Inn by Marriott Chicago Downtown / River North

Sophy Hyde Park

Hyde Park

10/10 Excellent

Return to the same property after my first visit. It is a very decent hotel although abit costly due to the DNC in Chicago. Will stay again!

Yun Jie Serene

Reviewed September 1, 2024Reviewed September 1, 2024

Sophy Hyde Park

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

A vending machine with various beverages and snacks.

Hyatt Place Chicago/River North

Downtown Chicago

10/10 Excellent

Location is excellent, staff is so friendly. Room size is just reasonable for my large family size. Lobby is so friendly - heating up food, small office corner, luggage and package transfer. They are so helpful on any ask they can offer help.

Jingying

Reviewed December 14, 2025Reviewed December 14, 2025

Hyatt Place Chicago/River North

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

Hotel 505 River North

Downtown Chicago

10/10 Excellent

Nice cozy little hotel in the middle of Chicago

YEE LOONG

Reviewed April 26, 2025Reviewed April 26, 2025

Hotel 505 River North

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Aon Center
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Grant Park
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Find South Side Hotels with Shuttle Services from S$135

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in South Side

1. Hyatt Place Chicago-South/University Medical Center

2. SpringHill Suites by Marriott Chicago Chinatown

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

4. Sophy Hyde Park

5. Jaslin Hotel

6. Chicago Marriott Midway

7. Holiday Inn Chicago – Midway Airport S by IHG

8. Best Western Inn & Suites - Midway Airport

9. Chicago Lake Shore Hotel

10. Motel 6 - Chicago, IL

Top South Side Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

10/10 Excellent

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