An airplane exhibit labeled "Concourse A" in an airport terminal.

Search Cabins in Southwest Side

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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, (1,009 reviews)
"the staff is very friendly and rooms are clean"
United States
Paulina
The price is £124
includes taxes & fees
3 Nov - 4 Nov
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, (1,012 reviews)
"It’s very Good, good location, good parking, good room and good employees"
United States
Icaro
The price is £93
includes taxes & fees
7 Oct - 8 Oct
Carlton Inn Midway
Exterior detail

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 £211
includes taxes & fees
13 Oct - 14 Oct
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
5.4 out of 10, (63 reviews)
"Great value for the price. Staff was very friendly."
United States
Jerry
The price is £74
includes taxes & fees
7 Oct - 8 Oct
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
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A bathroom with a bathtub, a shower curtain, a towel rack, and a window.

6. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is £308
includes taxes & fees
22 Oct - 23 Oct
Spacious Apt | 4 Queen Beds | Free Parking
Front of property

7. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,237 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is £154
includes taxes & fees
3 Nov - 4 Nov
Hilton Vacation Club Hotel Blake Chicago
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

8. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,185 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
United States
Brad
The price is £94
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
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, (3,374 reviews)
"Friendly staff, great location"
Canada
Anna
The price is £171
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A modern hotel with a glass facade, named "Sable Hotel," located near a waterfront with boats docked.

10. 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, (2,721 reviews)
"Amazing place to stay"
United States
Shanequa
The price is £232
includes taxes & fees
1 Nov - 2 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

11. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,192 reviews)
"Nice stay"
United States
Katimah
The price is £114
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
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, (3,065 reviews)
"I really enjoyed my stay. Will definitely stay here again."
Canada
Blessing
The price is £82
includes taxes & fees
7 Oct - 8 Oct
SureStay Plus Hotel by Best Western Chicago Lombard
A multi-story hotel with a prominent corner location, large windows, and a red awning.

13. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,887 reviews)
"Great stay"
United States
Sandra
The price is £100
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Downtown Chicago
A modern high-rise building with a grid of windows and a mix of glass and concrete facades.

14. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,934 reviews)
"Loved our stay"
United States
Giana
The price is £230
includes taxes & fees
2 Nov - 3 Nov
Hotel 505 River North
A cityscape with modern high-rise buildings, a street with cars, and a mural on a building.

15. 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, (2,511 reviews)
"Excellent choice for a weeks stay."
United States
Jayne
The price is £171
includes taxes & fees
25 Oct - 26 Oct
Homewood Suites by Hilton Chicago Downtown South Loop
A tall, modern building with a glass facade and the name "Essen Sex Inn" on the top.

16. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
"Amazing location, super helpful staff, and clean/comfortable rooms. I stay here every time I am in town."
United States
Kayla Rene
The price is £235
includes taxes & fees
30 Oct - 31 Oct
Le Méridien Essex Chicago
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

17. 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, (2,178 reviews)
"Great place to stay at"
United States
Aran
The price is £166
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chicago Downtown South Loop
A modern building with a sign for the Chicago Public Library and a Hyatt House hotel in the background.

18. 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, (1,306 reviews)
"A great hotel in a bustling area. We had a great stay."
United States
Joel
The price is £174
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Chicago/West Loop-Fulton Market
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

19. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,282 reviews)
"Staff were very friendly and location is perfect"
United States
Adhba
The price is £101
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.

20. The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,348 reviews)
"Great modern hotel in a wonderful location! It’s within walking distance of the train station and surrounded by so many great restaurants and bars. The hotel’s restaurant was soooo yummy and incredibly convenient, too! Would definitely stay here again!"
United States
Leslie
The price is £154
includes taxes & fees
1 Nov - 2 Nov
The Emily 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

River Hotel

River Hotel

10/10 Excellent
"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"
Susan 4-night trip
Posted 3 hours ago
River Hotel

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews
26,973
Accommodation
1 Cabin Rentals
Lowest Price
£74
Highest Price
£308

Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from £74 to £308 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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