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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Browse Select Southwest Side Cabin Rentals

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Recommended hotels in Southwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2176)
"Great hotel "
The price is Rp3.170.670
Rp4.286.700 total
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Exterior

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1393)
"Wonderful Stay!"
The price is Rp4.014.744
Rp5.199.620 total
includes taxes & fees
8 Oct - 9 Oct
Claridge House
The Chicago Hotel Collection Ambassador Gold Coast
Front of property – evening/night

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1166)
"Room and breakfast fantastic!"
The price is Rp2.462.736
Rp2.891.006 total
includes taxes & fees
20 Oct - 21 Oct
The Chicago Hotel Collection Ambassador Gold Coast
Rainbow Motel
Exterior

Rainbow Motel

2.5 star property
5.8 out of 10, (12)
"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 "
The price is Rp1.559.059
Rp1.830.178 total
includes taxes & fees
13 Oct - 14 Oct
Rainbow Motel
Carlton Inn Midway
Exterior

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Front Desk attention was great."
The price is Rp1.970.997
Rp2.314.017 total
includes taxes & fees
17 Oct - 18 Oct
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
The price is Rp1.805.367
Rp2.119.320 total
includes taxes & fees
19 Oct - 20 Oct
Skylark Motel
Freehand Chicago
Front of property

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2425)
"Great walkable location to all the sights! "
The price is Rp1.477.545
Rp2.026.491 total
includes taxes & fees
4 Nov - 5 Nov
Freehand Chicago
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2618)
"Convenient location, friendly and helpful staff, nice bakery and restaurant attached to the hotel"
The price is Rp2.043.855
Rp2.399.280 total
includes taxes & fees
7 Nov - 8 Nov
Best Western Grant Park Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1978)
"We have stayed here several times and love the hotel and location."
The price is Rp1.525.636
Rp2.180.314 total
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9332)
"Beautiful hotel!"
Congress Plaza Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Awesome place to stay. "
The price is Rp1.902.899
Rp2.233.812 total
includes taxes & fees
6 Nov - 7 Nov
Ohio House Motel
Travelodge by Wyndham Downtown Chicago
Exterior

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2389)
"Comfortable bed, bright room, good shower, very accessible location."
The price is Rp1.790.135
Rp2.101.564 total
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Downtown Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1239)
"Loved it will be staying here again "
The Emily Hotel
Hyatt House Chicago West Loop
Exterior

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1047)
"Great location near lots of restaurants. "
The price is Rp3.229.785
Rp3.791.443 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
Hotel Felix River North/Magnificent Mile
City view from property

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2251)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
Hotel Felix River North/Magnificent Mile
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (266)
"Loved this place if you want something affordable and nice! "
The price is Rp1.616.345
Rp1.897.428 total
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Awesome hotel. Super nice staff!"
Alys 3-night trip
Posted 12 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Cabin Rentals information

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Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from to 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.