Find South Side Hotels with Shuttle Services from S$148

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Hotels with shuttle

This weekend
Next weekend

Our top choices for South Side hotels with transport

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,473 reviews)
"Great place to stay "
United States
Mark
The price is S$332
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,495 reviews)
"Clean, friendly, modern, overall great stay!!"
United States
Jennifer
The price is S$372
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,975 reviews)
"Enjoyed the stay"
United States
Adam
The price is S$259
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza Chicago

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.4 out of 10, Good, (302 reviews)
"It was a good spot to stay because the other place I had booked didn't work out. I had a good stay"
United States
Jason
The price is S$148
includes taxes & fees
11 May - 12 May
Motel 6 - Chicago, IL

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,003 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is S$160
includes taxes & fees
29 Apr - 30 Apr
Carlton Inn Midway

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, (1,321 reviews)
"Was great place, great amenities, nice rooms great coffee"
United States
joseph
The price is S$201
includes taxes & fees
10 May - 11 May
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1,006 reviews)
"Great stay!"
United States
Nancy
The price is S$215
includes taxes & fees
10 May - 11 May
Holiday Inn Chicago – Midway Airport S by IHG

Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1,211 reviews)
"Very nice and clean hotel. Perfect spot for exploring Chinatown and short distance to the McCormick convention center."
United States
Kyra
The price is S$160
includes taxes & fees
28 Apr - 29 Apr
Jaslin Hotel

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,001 reviews)
"Great stay"
United States
Lishuang
The price is S$460
includes taxes & fees
28 Apr - 29 Apr
Sophy Hyde Park

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, (1,003 reviews)
"This is an older part of town and so is the hotel, but it was a good place to rest. The neighborhood has may intriguing eateries and shops. "
United States
Jeannette
The price is S$296
includes taxes & fees
10 May - 11 May
Hyatt Place Chicago-South/University Medical Center
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

Explore a world of travel with Expedia