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Southwest Side Hotels from ₹4,764

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Top 10 Southwest Side hotels and places to stay

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 ₹8,729
₹11,148 total
includes taxes & fees
16 Dec - 17 Dec
Rainbow Motel

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is ₹8,909
₹10,459 total
includes taxes & fees
1 Jan - 2 Jan 2026
Carlton Inn Midway

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 ₹7,929
₹9,308 total
includes taxes & fees
9 Dec - 10 Dec
Skylark Motel

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3152)
"Amazing and will be staying again!"
United States
Angie
The price is ₹8,423
₹9,888 total
includes taxes & fees
7 Jan - 8 Jan 2026
Eurostars Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2183)
"Nice Hotel"
United States
Alan
The price is ₹8,044
₹9,442 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4850)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ₹6,947
₹8,155 total
includes taxes & fees
7 Jan - 8 Jan 2026
River Hotel

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2955)
"Great location and great staff!!"
United States
lynne
The price is ₹7,469
₹8,768 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2362)
"We had a great stay and will be back again."
United States
Amber
The price is ₹10,257
₹14,682 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4233)
"Staff were amazing."
United States
Debra
The price is ₹7,379
₹8,663 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2260)
"Smooth check in and beautiful hotel"
United States
Monique
The price is ₹8,578
₹13,134 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4098)
"I enjoyed my stay with this hotel and would stay here again"
United States
Kim Leticia Terrelle
The price is ₹9,629
₹11,304 total
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3448)
"Great place to stay "
United States
RaShawna
The price is ₹9,519
₹11,175 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Chicago/Magnificent Mile Suites

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1007)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is ₹9,089
₹11,750 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (364)
"love this place definitely coming back !"
United States
Dayanara
The price is ₹5,782
₹6,787 total
includes taxes & fees
5 Jan - 6 Jan 2026
FOUND Hotel Chicago River North

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2116)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2629)
"The room was spotless and the staff where great!"
United States
Maria
The price is ₹5,556
₹8,107 total
includes taxes & fees
7 Jan - 8 Jan 2026
Freehand Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1749)
"The location was great!!"
United States
Yvette
The price is ₹7,694
₹9,033 total
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9642)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ₹10,861
₹12,750 total
includes taxes & fees
13 Dec - 14 Dec
Congress Plaza Hotel

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2942)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is ₹8,910
₹12,995 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Riu Plaza Chicago

Best Western River North Hotel

2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1024)
"Staff was very friendly "
United States
david
The price is ₹7,675
₹9,009 total
includes taxes & fees
9 Dec - 10 Dec
Best Western River North Hotel
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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