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Our top choices for Southwest Side hotels

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, (1,005 reviews)
"Great staff , enjoyed our stay , very close to where we needed to be "
United States
Wafa
$132 nightly
The price is $154
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
$85 nightly
The price is $99
Apr 27 - Apr 28
Total with taxes and fees
Rainbow Motel

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
$104 nightly
The price is $122
Apr 27 - Apr 28
Total with taxes and fees
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (123 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
$83 nightly
The price is $97
Apr 28 - Apr 29
Total with taxes and fees
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, (2,443 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
$249 nightly
The price is $292
Apr 26 - Apr 27
Total with taxes and fees
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, (2,390 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
$184 nightly
The price is $214
May 8 - May 9
Total with taxes and fees
Palmer House a Hilton Hotel

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (553 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
$81 nightly
The price is $95
Apr 26 - Apr 27
Total with taxes and fees
FOUND Hotel Chicago River North

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, (1,370 reviews)
"Very beautiful place to stay"
United States
angie
$131 nightly
The price is $154
Apr 19 - Apr 20
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,179 reviews)
"Nice location and good hotel"
United States
Taneshia
$114 nightly
The price is $134
Apr 26 - Apr 27
Total with taxes and fees
Aloft Chicago Mag Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,481 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
$252 nightly
The price is $299
May 9 - May 10
Total with taxes and fees
Hyatt Regency Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,130 reviews)
"The stay is well worth the affordable price."
United States
Thomas
$116 nightly
The price is $137
Apr 26 - Apr 27
Total with taxes and fees
Congress Plaza Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,087 reviews)
"very beautiful hotel and great location "
United States
Ciandra
$116 nightly
The price is $136
Apr 19 - Apr 20
Total with taxes and fees
River Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,869 reviews)
"Great hotel "
United States
Marina
$143 nightly
The price is $167
Apr 26 - Apr 27
Total with taxes and fees
Hotel Riu Plaza Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,919 reviews)
"Loved the stay here !"
United States
Alisha
$145 nightly
The price is $170
Apr 26 - Apr 27
Total with taxes and fees
L7 Chicago by LOTTE

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,650 reviews)
"One of the best hotels to stay. "
United States
Julamad
$191 nightly
The price is $225
Apr 26 - Apr 27
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,731 reviews)
"We love staying here "
United States
Carrie
$188 nightly
The price is $223
May 8 - May 9
Total with taxes and fees
Hilton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Super cute hotel. Great bar and food "
United States
Patricia
$204 nightly
The price is $242
May 10 - May 11
Total with taxes and fees
The Hoxton Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,879 reviews)
"Was nice! "
Canada
Emilie
$103 nightly
The price is $121
Apr 21 - Apr 22
Total with taxes and fees
Freehand Chicago

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, (1,949 reviews)
"Hotel was really nice"
United States
LaCarr
$118 nightly
The price is $139
Apr 26 - Apr 27
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,127 reviews)
"lovely hotel "
United States
alyvia
$230 nightly
The price is $274
May 8 - May 9
Total with taxes and fees
Fairmont Chicago at Millennium Park
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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Stay near popular Great Lakes attractions

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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