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Search Villas in Southwest Side

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

A van parked in front of a building with a balcony and a sign indicating a parking area.

1. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
5.8 out of 10, (1,007 reviews)
"good location for access to the city"
United States
stephen T
The price is HK$841
HK$987 total
includes taxes & fees
20 Oct - 21 Oct
Carlton Inn Midway
A Holiday Inn hotel with a parking lot and several cars parked in front.

2. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,016 reviews)
"the staff is very friendly and rooms are clean"
United States
Paulina
The price is HK$1,059
HK$1,322 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A motel with a two-story structure, numbered rooms, and a parking area with a car.

3. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (69 reviews)
"Great value for the price. Staff was very friendly."
United States
Jerry
The price is HK$658
HK$772 total
includes taxes & fees
21 Oct - 22 Oct
Rainbow Motel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

4. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,193 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
United States
Brad
The price is HK$961
HK$1,066 total
includes taxes & fees
27 Oct - 28 Oct
Carleton of Oak Park
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

5. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,755 reviews)
"Clean room, friendly staff, and convenient location."
Canada
Colin
The price is HK$841
HK$999 total
includes taxes & fees
10 Nov - 11 Nov
Best Western Grant Park Hotel
A restaurant with outdoor seating overlooking a city skyline.

6. 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, (2,733 reviews)
"Amazing place to stay"
United States
Shanequa
The price is HK$1,494
HK$2,047 total
includes taxes & fees
12 Nov - 13 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

7. 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, (2,196 reviews)
"Great place to stay at"
United States
Aran
The price is HK$961
HK$1,142 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern outdoor terrace with multiple dining tables and chairs, surrounded by high-rise buildings.

8. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,528 reviews)
"Clean room great breakfast loved the pool"
United States
Cynthia
The price is HK$1,127
HK$1,340 total
includes taxes & fees
10 Nov - 11 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A multi-story building with a classical architectural style, surrounded by trees and a well-maintained garden.

9. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,446 reviews)
"Friendly staff, great location"
Canada
Anna
The price is HK$1,324
HK$1,804 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

10. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,157 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is HK$911
HK$1,083 total
includes taxes & fees
10 Nov - 11 Nov
Congress Plaza Hotel
A multi-story hotel with a prominent corner location, large windows, and a red awning.

11. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,926 reviews)
"Great stay"
United States
Sandra
The price is HK$879
HK$1,045 total
includes taxes & fees
11 Nov - 12 Nov
Travelodge by Wyndham Downtown Chicago
A hotel entrance with a covered parking area, clear signage, and a well-lit facade.

12. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (3,078 reviews)
"Great stay for a quick visit to Chicago"
United States
Shonnette
The price is HK$760
HK$843 total
includes taxes & fees
26 Oct - 27 Oct
SureStay Plus Hotel by Best Western Chicago Lombard
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

13. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,221 reviews)
"Great location!"
United States
Mario
The price is HK$1,349
HK$1,603 total
includes taxes & fees
3 Nov - 4 Nov
Hilton Vacation Club Hotel Blake Chicago
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

14. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,309 reviews)
"Location was amazing. Loved the outdoor market in walking distance"
United States
Georgianna
The price is HK$1,530
HK$1,819 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Chicago/West Loop-Fulton Market
A modern hotel with a corner location, large windows, and a green awning.

15. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,572 reviews)
"Great stay! Recommend for families who want to explore the city!"
United States
Erin
The price is HK$1,030
HK$1,224 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chicago Downtown
A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,019 reviews)
"Great location and staff were amazing to us!"
United States
jaimie
The price is HK$1,147
HK$1,594 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A two-story building with a sign for 'The Pink Polo Social Club & Bar' on the ground floor.

17. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
3.0 star property
Downtown Chicago
7.4 out of 10, Good, (903 reviews)
"Nice relaxing easy stay"
United States
israel Xavier
The price is HK$880
HK$1,033 total
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection River North
Exterior

18. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice place"
United States
Brock
The price is HK$1,501
HK$1,784 total
includes taxes & fees
30 Oct - 31 Oct
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

19. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,715 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is HK$1,494
HK$2,010 total
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A multi-story hotel with a prominent sign reading "Crowne Plaza."

20. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,739 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is HK$1,261
HK$1,499 total
includes taxes & fees
1 Nov - 2 Nov
Crowne Plaza Chicago West Loop by IHG
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 Southwest Side Hotel Reviews

River Hotel

River Hotel

8/10 Good
"I wish there were ice on the 2nd floor with the coffee and water station. Also would have liked some non-caffeinated tea options. Overall the stay was nice. A great central location for walking to many different places. It felt safe to be outside at night and the river view was nice."
Nicole 4-night trip
Posted less than an hour ago
River Hotel

Find out more about Southwest Side

Southwest Side Villas information

Number of reviews
31,788
Accommodation
1 Villas
Lowest Price
HK$772
Highest Price
HK$2,047