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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

A Holiday Inn hotel with a parking lot and several cars parked in front.

1. 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, (1,002 reviews)
"The room was clean, the hotel is conveniently located, and super close to the airport."
United States
Fabian
The price is 3.718.000 ₫
4.624.559 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Chicago – Midway Airport S by IHG
A van parked in front of a building with a balcony and a sign indicating a parking area.

2. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.0 out of 10, (1,004 reviews)
"It’s very Good, good location, good parking, good room and good employees"
United States
Icaro
The price is 2.722.720 ₫
3.196.391 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Carlton Inn Midway
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, (60 reviews)
"Great value for the price. Staff was very friendly."
United States
Jerry
The price is 2.000.700 ₫
2.348.621 ₫ total
includes taxes & fees
25 Sept - 26 Sept
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, (1,167 reviews)
"Rooms were clean and the staff was amazing!"
United States
Suzanne
The price is 3.182.400 ₫
3.531.840 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Carleton of Oak Park

5. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,244 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is 8.211.840 ₫
9.763.057 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Hilton Vacation Club Hotel Blake Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

6. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,092 reviews)
"Great stay"
United States
Fernanda
The price is 3.874.000 ₫
4.605.798 ₫ total
includes taxes & fees
25 Oct - 26 Oct
The Wade
A cozy room with a sofa, a dining table, and a window with a view of buildings.

7. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (288 reviews)
"It was a very nice place to stay"
Canada
chidubem
The price is 4.167.603 ₫
4.892.348 ₫ total
includes taxes & fees
27 Sept - 28 Sept
LIVN - West Loop Chicago
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

8. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,201 reviews)
"Easy check in, rooms were clean, convenient location."
United States
John
The price is 4.199.000 ₫
4.992.192 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Congress Plaza Hotel
A large, historic building with a central courtyard surrounded by trees.

9. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,261 reviews)
"Great stay!"
United States
Alan
The price is 4.176.900 ₫
5.729.018 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Hilton Chicago
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

10. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,733 reviews)
"The room was clean, the hotel was good proximity to restaurants which was super nice"
United States
Damilola
The price is 4.422.860 ₫
5.258.337 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Best Western Grant Park Hotel
A restaurant with outdoor seating overlooking a city skyline.

11. 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, (2,707 reviews)
"Amazing place to stay"
United States
Shanequa
The price is 7.821.840 ₫
10.195.867 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

12. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,435 reviews)
"Location is great."
United States
Isabella
The price is 4.209.920 ₫
5.005.175 ₫ total
includes taxes & fees
27 Sept - 28 Sept
River Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

13. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,354 reviews)
The price is 5.306.314 ₫
7.049.676 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Hotel Riu Plaza Chicago
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

14. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,318 reviews)
"Great location and staff."
United States
Michael T.
The price is 4.185.220 ₫
4.975.809 ₫ total
includes taxes & fees
25 Oct - 26 Oct
The Chicago Hotel Collection Ambassador Gold Coast
A tall, modern building with a glass facade and the name "Essen Sex Inn" on the top.

15. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"This hotel was perfect. Room was a great size, clean, very friendly staff. Perfect for our work trip!"
United States
amanda
The price is 5.174.000 ₫
6.615.440 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Le Méridien Essex Chicago
A hotel facade with a grand entrance, large arched windows, and flags.

16. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,001 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is 3.512.025 ₫
4.175.447 ₫ total
includes taxes & fees
27 Sept - 28 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

17. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,666 reviews)
"Clean, convenient location for public transit and sights."
United States
Michael
The price is 3.793.140 ₫
4.509.664 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Club Quarters Hotel, Central Loop, Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

18. 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, (2,667 reviews)
"Great stay, close to great food and ambiance in West Loop."
United States
Victoria
The price is 4.909.030 ₫
5.836.689 ₫ total
includes taxes & fees
27 Sept - 28 Sept
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Nice place"
Duriel 2-night trip
Posted 3 hours ago
InterContinental Chicago Magnificent Mile by IHG

Find out more about Southwest Side

Southwest Side Villas information

Number of reviews
30,130
Accommodation
0 Villas
Lowest Price
2.348.621 ₫
Highest Price
10.195.867 ₫