Search Southwest Side Cottage Rentals from CA $125

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Recommended hotels in Southwest Side

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, (1 review)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
United States
Fabian H.
The price is CA $85
CA $344 total
includes taxes & fees
Mar 16 - Mar 17
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is CA $120
CA $141 total
includes taxes & fees
Mar 15 - Mar 16
Carlton Inn Midway

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1,000 reviews)
"Clean room, friendly staff, good conditioning "
United States
Khanh
The price is CA $151
CA $191 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Chicago – Midway Airport S by IHG

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.8 out of 10, (121 reviews)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is CA $107
CA $125 total
includes taxes & fees
Apr 13 - Apr 14
Skylark Motel

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is CA $90
CA $351 total
includes taxes & fees
Mar 17 - Mar 18
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

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, (2,392 reviews)
"Great location, friendly staff. "
United States
Brian
The price is CA $197
CA $278 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,673 reviews)
"Amazing place to stay!"
United States
Nia
The price is CA $177
CA $248 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,216 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is CA $165
CA $242 total
includes taxes & fees
Mar 30 - Mar 31
Swissotel - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,918 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is CA $132
CA $154 total
includes taxes & fees
Apr 1 - Apr 2
Congress Plaza Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,714 reviews)
"Location and staff"
United States
Mary Catherine
The price is CA $176
CA $206 total
includes taxes & fees
Mar 31 - Apr 1
The Wade

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, (1,898 reviews)
"Staff was friendly, valet parking is quick and the attached restaurant is very good."
United States
Codi
The price is CA $161
CA $189 total
includes taxes & fees
Apr 13 - Apr 14
Hilton Garden Inn Chicago Downtown South Loop

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,001 reviews)
"Great location and not far from places!!"
United States
Savanna
The price is CA $106
CA $149 total
includes taxes & fees
Apr 5 - Apr 6
Le Méridien Essex Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"Very nice & clean hotel and near the Bean and shops are walkable. "
United States
Mary Joy
The price is CA $230
CA $318 total
includes taxes & fees
Mar 29 - Mar 30
Fairmont Chicago at Millennium Park

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,471 reviews)
"Great stay! Wonderful location!"
United States
Renae
The price is CA $209
CA $293 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt Regency Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,305 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is CA $169
CA $199 total
includes taxes & fees
Apr 12 - Apr 13
The Chicago Hotel Collection Ambassador Gold Coast

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,088 reviews)
"Clean room attentive staff. "
United States
Kijuan
The price is CA $136
CA $192 total
includes taxes & fees
Apr 5 - Apr 6
The Godfrey Hotel Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,323 reviews)
"Good stay! Great staff! "
United States
Ruchi
The price is CA $183
CA $249 total
includes taxes & fees
Apr 5 - Apr 6
Palmer House a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,521 reviews)
"Great location ans staff was amazing!!"
United States
Bianca
The price is CA $180
CA $250 total
includes taxes & fees
Mar 30 - Mar 31
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,131 reviews)
"Clean rooms friendly staff, great location "
United States
Roxana
The price is CA $147
CA $173 total
includes taxes & fees
Mar 22 - Mar 23
Aloft Chicago Mag Mile

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,142 reviews)
"Great location, clean and very nice restaurant and bar. "
United States
karina
The price is CA $259
CA $360 total
includes taxes & fees
Apr 12 - Apr 13
Pendry Chicago
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

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Southwest Side Cottages information

Number of reviews
43,866
Accommodation
14 Cottages
Lowest Price
CA $125
Highest Price
CA $360

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