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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 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
8.0 out of 10, Very good, (1,008 reviews)
"The room was clean, the hotel is conveniently located, and super close to the airport."
United States
Fabian
The price is HK$1,192
HK$1,478 total
includes taxes & fees
27 Sept - 28 Sept
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, (1,005 reviews)
"It’s very Good, good location, good parking, good room and good employees"
United States
Icaro
The price is HK$821
HK$964 total
includes taxes & fees
21 Sept - 22 Sept
Carlton Inn Midway

3. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is HK$698
HK$2,254 total
includes taxes & fees
29 Sept - 30 Sept
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
A motel with a two-story structure, numbered rooms, and a parking area with a car.

4. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.2 out of 10, (55 reviews)
"Really friendly staff , decent size room"
United States
Noel
The price is HK$603
HK$708 total
includes taxes & fees
14 Sept - 15 Sept
Rainbow Motel
A two-story brick building with a white door, a stop sign, and a fire hydrant on the sidewalk.

5. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is HK$925
HK$2,457 total
includes taxes & fees
24 Sept - 25 Sept
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

6. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,236 reviews)
"Good place to stay location is amazing can’t get any better"
United States
Manuel
The price is HK$1,367
HK$1,625 total
includes taxes & fees
27 Sept - 28 Sept
Congress Plaza Hotel
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

7. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,741 reviews)
"The location of the hotel is great close to many things."
United States
Melissa
The price is HK$1,405
HK$1,670 total
includes taxes & fees
29 Sept - 30 Sept
Best Western Grant Park Hotel
A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,263 reviews)
"good location. airport shuttle service would have been nice."
United States
Ann
The price is HK$2,477
HK$2,945 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Vacation Club Hotel Blake Chicago
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, (3,202 reviews)
"Enjoyable stay and a delicious breakfast."
United States
Lori
The price is HK$1,751
HK$2,311 total
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
A multi-story hotel with a prominent corner location, large windows, and a red awning.

10. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,841 reviews)
"Clean quiet room good location"
United States
Durant
The price is HK$1,200
HK$1,409 total
includes taxes & fees
27 Sept - 28 Sept
Travelodge by Wyndham Downtown Chicago
A multi-story building with a balcony, a tree in front, and a person riding a bicycle.

11. 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, (2,233 reviews)
"Loved this hotel, great location and wonderful accommodations, just perfect"
United States
Laura
The price is HK$1,404
HK$1,669 total
includes taxes & fees
13 Oct - 14 Oct
The Chicago Hotel Collection Ambassador Gold Coast
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

12. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,438 reviews)
"Excellent stay!!"
United States
steve
The price is HK$1,193
HK$1,419 total
includes taxes & fees
27 Sept - 28 Sept
River Hotel
A cozy room with a sofa, a dining table, and a window with a view of buildings.

13. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (262 reviews)
"It was a very nice place to stay"
Canada
chidubem
The price is HK$1,256
HK$1,475 total
includes taxes & fees
20 Sept - 21 Sept
LIVN - West Loop Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

14. 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, (2,633 reviews)
"It is a great location with nice rooms"
United States
Phillip
The price is HK$1,287
HK$1,530 total
includes taxes & fees
20 Sept - 21 Sept
Crowne Plaza Chicago West Loop by IHG
A modern hotel with a glass facade, named "Sable Hotel," located near a waterfront with boats docked.

15. 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, (2,689 reviews)
"Amazing place to stay"
United States
Shanequa
The price is HK$2,233
HK$2,925 total
includes taxes & fees
27 Sept - 28 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

16. 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, (2,155 reviews)
"Great place to stay at"
United States
Aran
The price is HK$1,820
HK$2,164 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Garden Inn Chicago Downtown South Loop
A cityscape with modern high-rise buildings, a river, and a boat.

17. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,438 reviews)
"Would stay there again."
United States
Steve
The price is HK$2,290
HK$3,002 total
includes taxes & fees
26 Sept - 27 Sept
Hyatt Regency Chicago
A cityscape with modern skyscrapers, a waterfront, and a winter setting.

18. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,396 reviews)
"Loved our stay at this hotel"
Canada
Zamira
The price is HK$1,434
HK$1,944 total
includes taxes & fees
21 Sept - 22 Sept
Silversmith Hotel Chicago Downtown
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

19. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,925 reviews)
"Very nice hotel, friendly staff, good location"
United States
Brian
The price is HK$1,560
HK$1,855 total
includes taxes & fees
1 Oct - 2 Oct
Hilton Chicago/Magnificent Mile Suites
A hotel facade with a grand entrance, large arched windows, and flags.

20. 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, (1,007 reviews)
"Great stay right in the Loop and convenient to the L."
United States
Scott
The price is HK$1,247
HK$1,482 total
includes taxes & fees
27 Sept - 28 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio 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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Top Southwest Side Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Besides one of the check in staff members, my stay, room, amenities, valet, bag accommodations, and food, was excellent. Will definitely plan to reserve at the Hyatt again in the future."
Dory 2-night trip
Posted less than an hour ago
Hyatt Regency Chicago

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews
26,297
Accommodation
0 Cabin Rentals
Lowest Price
HK$708
Highest Price
HK$3,002

Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from HK$708 to HK$3,002 a night, escaping the everyday has never been more affordable. Rent one of our cheap cabins in Southwest Side and enjoy the great outdoors without putting a dent in your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why should I book a cabin in Southwest Side?
For a getaway in nature at an impressive price, there's nothing better than a cabin. Imagine starting your day with the sounds of songbirds and then stepping onto your deck to be surrounded by beautiful views. Choose a cabin in Southwest Side and say "see ya" to the hectic routine of modern life. Whether they're in the mountains, by the beach or someplace else, cabins offer a relaxing, rustic experience you'll always remember.

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