Search Villas in Southwest 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 prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

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, (1,007 reviews)
"Great stay!"
United States
Nancy
The price is ₩199,452
₩248,911 total
includes taxes & fees
May 10 - May 11
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is ₩142,409
₩167,174 total
includes taxes & fees
May 3 - May 4
Carlton Inn Midway

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
"Did not have a spa at all. The deluxe bedroom has no spa :( Very very disappointing "
United States
Mauricio
The price is ₩119,671
₩140,482 total
includes taxes & fees
May 2 - May 3
Rainbow Motel

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
The price is ₩146,265
₩171,698 total
includes taxes & fees
May 4 - May 5
Skylark Motel

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, (2,478 reviews)
"Great place to stay "
United States
Mark
The price is ₩276,277
₩378,792 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,422 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is ₩218,510
₩303,743 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"This was a great hotel. The staff and accommodations were terrific. I really enjoyed my stay "
United States
Alex
The price is ₩176,182
₩254,574 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,969 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is ₩193,394
₩229,945 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,007 reviews)
"It was great property, amazing location and the breakfast was fantastic. "
United States
Nichole
The price is ₩198,763
₩277,956 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,396 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is ₩249,817
₩297,035 total
includes taxes & fees
May 14 - May 15
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,119 reviews)
"Great stay"
United States
Matthew
The price is ₩198,642
₩236,179 total
includes taxes & fees
May 8 - May 9
Congress Plaza Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,293 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is ₩294,944
₩403,108 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,101 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is ₩252,308
₩344,647 total
includes taxes & fees
May 10 - May 11
Arlo Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,140 reviews)
"Excellent location, very clean room and friendly staff"
United States
Alejandra
The price is ₩199,673
₩237,406 total
includes taxes & fees
May 26 - May 27
River Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,054 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is ₩196,500
₩276,905 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,765 reviews)
"Clean room and great location "
United States
Diana
The price is ₩234,910
₩322,683 total
includes taxes & fees
May 25 - May 26
Hilton Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is ₩284,196
₩390,601 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (579 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is ₩152,987
₩179,591 total
includes taxes & fees
May 25 - May 26
FOUND Hotel Chicago River North

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,497 reviews)
"Clean, friendly, modern, overall great stay!!"
United States
Jennifer
The price is ₩336,852
₩453,207 total
includes taxes & fees
May 26 - May 27
Hyatt Regency Chicago
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Side Hotel Reviews

Find out more about Southwest Side

Southwest Side Villas information

Number of reviews
47,351
Accommodation
0 Villas
Lowest Price
₩140,482
Highest Price
₩453,207