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Our top choices for Far Southwest Side hotels

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.4 out of 10, Good, (325 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
$99 nightly
The price is $116
Jun 7 - Jun 8
Total with taxes and fees
Motel 6 - Chicago, IL

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
6.2 out of 10, (52 reviews)
"Their website says it's pet friendly, which is completely false. There was no point in having pillows since they're almost as flat as the actual bed. Props to their ac, works great. There was nobody there to receive keys when I went in. It was an ok stay, but them not taking pets was infuriating."
United States
Mariela
$82 nightly
The price is $95
Jun 1 - Jun 2
Total with taxes and fees
Saratoga Motel By Capital O Near Midway Airport Chicago IL

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, (2,506 reviews)
"I loved it here and will definitely stay again."
United States
Gina
$231 nightly
The price is $275
May 26 - May 27
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,132 reviews)
"Excellent stay"
United States
Jennifer
$132 nightly
The price is $157
May 25 - May 26
Total with taxes and fees
Congress Plaza Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,191 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
$118 nightly
The price is $140
May 26 - May 27
Total with taxes and fees
River Hotel

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, (1,488 reviews)
$154 nightly
The price is $183
Jun 2 - Jun 3
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,336 reviews)
"Great location and very convenient to river walk and vicinity."
United States
Sridhar
$197 nightly
The price is $234
May 25 - May 26
Total with taxes and fees
Swissotel - Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,016 reviews)
"Great central location, lots to do nearby."
United States
Michael
$97 nightly
The price is $115
May 25 - May 26
Total with taxes and fees
Freehand Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,836 reviews)
"Excellent location, clean modern rooms."
United States
Molly
$161 nightly
The price is $191
May 25 - May 26
Total with taxes and fees
The Wade

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,246 reviews)
$157 nightly
The price is $187
May 25 - May 26
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
$209 nightly
The price is $248
May 25 - May 26
Total with taxes and fees
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,564 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
$157 nightly
The price is $186
May 25 - May 26
Total with taxes and fees
Eurostars Magnificent Mile

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
$206 nightly
The price is $245
May 26 - May 27
Total with taxes and fees
Sports Illustrated Resorts Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,626 reviews)
"It was very clean, beautiful place"
United States
Grisel
$269 nightly
The price is $320
May 25 - May 26
Total with taxes and fees
Sheraton Grand Chicago Riverwalk

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,164 reviews)
"Great place"
United States
JOSE
$197 nightly
The price is $234
May 25 - May 26
Total with taxes and fees
Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
$128 nightly
The price is $152
May 25 - May 26
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,214 reviews)
"Great location & breakfast was amazing."
United States
sierra
$153 nightly
The price is $181
May 25 - May 26
Total with taxes and fees
Hotel Riu Plaza Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,310 reviews)
"Great hotel, will definitely come back"
United States
Sam
$157 nightly
The price is $187
May 25 - May 26
Total with taxes and fees
citizenM Chicago Downtown

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,456 reviews)
"Great stay"
United States
Ontario
$119 nightly
The price is $141
May 25 - May 26
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,284 reviews)
"Excellent location and friendly staff."
United States
Radhika
$118 nightly
The price is $140
May 26 - May 27
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, 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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Hotels in Far Southwest Side with star-rating

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