Hotels with smoking rooms in South Side

  • 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 smoking rooms

Our top choices for South Side hotels with designated smoking areas

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.2 out of 10, Good, (31 reviews)
"Great hosts"
United States
John
The price is S$121
includes taxes & fees
12 Feb - 13 Feb
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119 reviews)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is S$120
includes taxes & fees
18 Feb - 19 Feb
Skylark Motel

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (52 reviews)
"Room"
United States
Nyi
The price is S$118
includes taxes & fees
12 Feb - 13 Feb
Best Motel By OYO Chicago I-90

Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
3.8 out of 10, (46 reviews)
"Fine stay "
United States
Sharmaine
The price is S$100
includes taxes & fees
24 Feb - 25 Feb
Admiral Motel By Oyo Chicago I-94

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,788 reviews)
"Great stay"
United States
Jennifer
The price is S$134
includes taxes & fees
24 Feb - 25 Feb
Hilton Chicago/Magnificent Mile Suites

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, (2,371 reviews)
"Great stay"
United States
Blake
The price is S$225
includes taxes & fees
24 Feb - 25 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,063 reviews)
"Great place "
United States
Kamilah
The price is S$296
includes taxes & fees
12 Feb - 13 Feb
Fairmont Chicago at Millennium Park

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,481 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
The price is S$206
includes taxes & fees
20 Feb - 21 Feb
Canopy by Hilton Chicago Central Loop

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (346 reviews)
"Service was amazing and the location was perfect. Would definitely stay here again."
United States
Ashley Nicole
The price is S$247
includes taxes & fees
17 Feb - 18 Feb
Hilton Grand Vacations Club Chicago Magnificent Mile

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.0 star property
East Hazel Crest
9.2 out of 10, Wonderful, (252 reviews)
"The hotel is beautiful and very clean. "
United States
Melissa
The price is S$216
includes taxes & fees
12 Feb - 13 Feb
Wind Creek Southland Casino and Hotel
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