Find hotels in Far Southwest Side, IL from 1.458.170 ₫

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24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Far Southwest Side hotels

Free WiFi, bed sheets
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (210)
"Everything was very nice even staff"
United States
Maurice
The price is 1.894.489 ₫
2.223.965 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Motel 6 - Chicago, IL
Desk, iron/ironing board, free WiFi, bed sheets
Saratoga Motel By Capital O Near Midway Airport 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
7.2 out of 10, Good, (30)
"Great hosts"
United States
John
The price is 2.105.280 ₫
2.681.917 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2966)
"Great place to stay"
United States
Elisha
The price is 2.264.466 ₫
2.658.257 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2285)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.251.037 ₫
3.539.063 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, 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, (2015)
"Great stay"
United States
Kramer
The price is 2.148.610 ₫
2.522.253 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9698)
"Wonderful stay!"
United States
Zach
The price is 5.450.517 ₫
6.398.361 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3417)
"The Hotel was amazing great location "
United States
Donnisha
The price is 3.791.664 ₫
5.223.849 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3044)
"Excellent stay great location and great rooms"
United States
Joseph
The price is 2.622.895 ₫
3.820.602 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Riu Plaza Chicago
Property amenity
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1533)
"Great staff and great location. "
United States
Joe
The price is 2.447.388 ₫
2.872.989 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Wade
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2200)
"Great location, easy parking. "
United States
Maria
The price is 2.244.228 ₫
2.634.501 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3561)
"Great place to stay "
United States
RaShawna
The price is 2.352.124 ₫
2.761.157 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is 2.578.968 ₫
3.799.827 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.685.184 ₫
2.751.063 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Warwick Allerton - Chicago
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1903)
"Great hotel"
United States
Chris
The price is 2.246.278 ₫
3.422.439 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Arlo Chicago
Lobby
River Hotel

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 2.147.386 ₫
2.520.816 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
River Hotel
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3511)
"Really nice hotel"
United States
Saulius
The price is 2.887.194 ₫
3.389.277 ₫ total
includes taxes & fees
26 Dec - 27 Dec
voco Chicago Downtown - Riverwalk by IHG
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2764)
"Excellent place to stay "
United States
Teniesha
The price is 2.201.272 ₫
3.356.887 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
2 restaurants, breakfast, lunch, dinner served; American cuisine
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3459)
"Great hotel! "
United States
Kianna
The price is 3.433.036 ₫
4.030.041 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Indoor wedding
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3039)
"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is 2.999.498 ₫
4.293.456 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Swissotel - Chicago
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1492)
"Nice stay"
United States
Michelle
The price is 1.704.750 ₫
2.773.581 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
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 Far Southwest Side Hotel Reviews

More cheap stays in Far Southwest Side

Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

9625 S 76th Ave Bridgeview IL
The price is 1.302.379 ₫ per night from 28 Dec to 29 Dec
1.302.379 ₫
1.458.170 ₫ total
28 Dec - 29 Dec
includes taxes & fees
7/10 Good! (1,324 reviews)