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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

Exterior

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, (1,017 reviews)
"Great stay!"
United States
Nancy
The price is P8,184
P10,214 total
includes taxes & fees
May 24 - May 25
Holiday Inn Chicago – Midway Airport S by IHG
Exterior

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 P5,183
P6,084 total
includes taxes & fees
May 11 - May 12
Rainbow Motel
Airport shuttle

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,007 reviews)
"The staff were very kind and understanding but we had to get a refund due to bed bugs in the room."
United States
Malachi
The price is P5,843
P6,859 total
includes taxes & fees
May 10 - May 11
Carlton Inn Midway
Exterior

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
Skylark Motel
Exterior

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, (2,495 reviews)
"Great place to stay "
United States
Mark
The price is P11,550
P15,822 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,783 reviews)
"Clean room and great location "
United States
Diana
The price is P9,639
P13,239 total
includes taxes & fees
May 25 - May 26
Hilton Chicago
Exterior

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, (1,990 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is P8,401
P9,988 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Chicago Downtown South Loop
Exterior detail

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,189 reviews)
"Great stay"
United States
Matthew
The price is P8,096
P9,626 total
includes taxes & fees
May 10 - May 11
Congress Plaza Hotel
City view

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,311 reviews)
"Breakfasr good, view great"
United States
Jan
The price is P12,474
P16,966 total
includes taxes & fees
May 24 - May 25
Swissotel - Chicago
Exterior

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,152 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is P11,661
P16,026 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park
Premium bedding, in-room safe, desk, blackout drapes

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,258 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is P8,380
P11,813 total
includes taxes & fees
Jun 2 - Jun 3
Silversmith Hotel Chicago Downtown
Exterior

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,833 reviews)
"We enjoy our stay."
United States
Nuria
The price is P7,793
P9,265 total
includes taxes & fees
May 10 - May 11
The Wade
Exterior

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is P13,039
P17,665 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk
Terrace/patio

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, (1,425 reviews)
"Clean rooms, staff was prompt, bar was awesome!"
United States
Sterling
The price is P9,314
P11,074 total
includes taxes & fees
May 21 - May 22
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,709 reviews)
"Amazing hotel and staff!"
United States
erin
The price is P10,601
P14,377 total
includes taxes & fees
May 26 - May 27
LondonHouse Chicago, Curio Collection by Hilton
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,432 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is P10,548
P14,343 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,397 reviews)
"Very friendly staff, great location."
Canada
Annabel
The price is P10,098
P13,713 total
includes taxes & fees
May 25 - May 26
Sports Illustrated Resorts Chicago
Exterior

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,462 reviews)
"Great location, convenient, very welcoming"
United States
Claire
The price is P8,898
P10,579 total
includes taxes & fees
May 26 - May 27
DoubleTree by Hilton Chicago - Magnificent Mile
Front of property

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,061 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is P8,035
P11,345 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,516 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is P12,324
P16,807 total
includes taxes & fees
May 25 - May 26
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.
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Top Southwest Side Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The room was exceptionally clean and the staff was great! The location 1/2 block from Michigan Ave. We had a wonderful stay!"
Danny 3-night trip
Posted 4 hours ago
Hotel Riu Plaza Chicago

Find out more about Southwest Side

Southwest Side Cottages information

Number of reviews
46,809
Accommodation
13 Cottages
Lowest Price
P6,084
Highest Price
P17,665