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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Cabin Rentals in Southwest Side and around

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Recommended hotels in Southwest Side

Exterior
Carlton Inn Midway
Carlton Inn Midway
2.0 star property
6.4 out of 10, (1016)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is €120
includes taxes & fees
21 Oct - 22 Oct
Carlton Inn Midway
Exterior
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Exterior
Skylark Motel
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."
United States
Stephen
The price is €110
includes taxes & fees
21 Oct - 22 Oct
Skylark Motel
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2620)
"Great place to stay "
United States
Larry William
The price is €172
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Exterior
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3151)
"Our stay was great"
United States
Bruce E
The price is €118
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Front of property
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very good, (2953)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is €118
includes taxes & fees
12 Nov - 13 Nov
Warwick Allerton - Chicago
Front of property
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4758)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is €103
includes taxes & fees
11 Nov - 12 Nov
River Hotel
Exterior
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2873)
"Had a great stay!"
United States
Josh
The price is €127
includes taxes & fees
17 Nov - 18 Nov
Aloft Chicago Mag Mile
Exterior
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2209)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is €190
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4112)
"Clean room , staff were friendly, a lot of restaurants in the area."
United States
Carmen
The price is €116
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
City view
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 star property
8.6 out of 10, Excellent, (2005)
"Very good location, friendly staff and good breakfast "
United States
Maria
The price is €120
includes taxes & fees
12 Nov - 13 Nov
Millennium Knickerbocker Chicago
Exterior
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (3677)
"Great location , good breakfast"
United States
Renita
The price is €90
includes taxes & fees
18 Nov - 19 Nov
The Whitehall Hotel, BW Premier Collection
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2195)
"It was an amazing stay!"
United States
Kristy S
The price is €150
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric The Loop Chicago
Exterior
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3979)
"Great place to stay. "
United States
sherry
The price is €132
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very good, (2027)
"Great place to stay."
United States
Ron
The price is €206
includes taxes & fees
9 Nov - 10 Nov
Palmer House a Hilton Hotel
Exterior detail
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9514)
"Excellent location very convenient parking nice staff clean rooms"
United States
Mike
Congress Plaza Hotel
Exterior
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.8 out of 10, Excellent, (1861)
"We loved the area!"
United States
Daniela
The price is €104
includes taxes & fees
11 Nov - 12 Nov
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior
Swissotel - Chicago
Swissotel - Chicago
4.5 star property
9.0 out of 10, Wonderful, (2906)
"Nice hotel great location "
United States
willaim
The price is €181
includes taxes & fees
9 Nov - 10 Nov
Swissotel - Chicago
Exterior
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3392)
"Great hotel. "
United States
Margaret
The price is €173
includes taxes & fees
16 Nov - 17 Nov
LondonHouse Chicago, Curio Collection by Hilton
Front of property
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3099)
"Great, clean hotel in perfect location "
United States
payam
The price is €121
includes taxes & fees
9 Nov - 10 Nov
Eurostars Magnificent Mile
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

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Loved everything about the property except the breakfast"
Jordan 2-night trip
Posted 1 day ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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.

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