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Find hotels in Southwest Side, IL from ¥7,911

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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, (1000)
"Great stay"
United States
Maria
The price is ¥16,091
¥20,468 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is ¥15,617
¥18,333 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is ¥13,620
¥15,988 total
includes taxes & fees
Dec 22 - Dec 23
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"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
The price is ¥15,302
¥19,542 total
includes taxes & fees
Dec 22 - Dec 23
Rainbow Motel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2971)
"Great place to stay"
United States
Elisha
The price is ¥13,093
¥15,371 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Aloft Chicago Mag Mile

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2404)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is ¥17,980
¥25,735 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Chicago

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, (2277)
"Great staff and restaurants!!"
United States
Abigale
The price is ¥13,486
¥21,203 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4858)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ¥12,177
¥14,297 total
includes taxes & fees
Jan 20 - Jan 21, 2026
River Hotel

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1059)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ¥15,460
¥22,779 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Centric Chicago Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3407)
"The Hotel was amazing great location "
United States
Donnisha
The price is ¥21,927
¥30,370 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Regency Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is ¥12,355
¥19,133 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9675)
"Wonderful stay!"
United States
Zach
The price is ¥15,865
¥18,625 total
includes taxes & fees
Dec 26 - Dec 27
Congress Plaza Hotel

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ¥10,727
¥17,223 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Warwick Allerton - Chicago

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1265)
"Great location!"
United States
WINDALEE
The price is ¥14,488
¥17,008 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hilton Garden Inn Chicago Central Loop

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2201)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is ¥14,100
¥16,551 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2159)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is ¥20,050
¥27,482 total
includes taxes & fees
Dec 28 - Dec 29
Palmer House a Hilton Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2655)
"It's an excellent place."
United States
Jose
The price is ¥9,228
¥13,611 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Freehand Chicago

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, (1998)
"Great stay"
United States
Kramer
The price is ¥12,324
¥14,467 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Club Quarters Hotel Wacker at Michigan, Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3018)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ¥15,644
¥22,809 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Riu Plaza Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1944)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is ¥13,155
¥19,148 total
includes taxes & fees
Jan 10 - Jan 11, 2026
The Godfrey Hotel 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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