Search Cottages in Southwest Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

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, (1,002 reviews)
"Staff very friendly "
United States
Kali
The price is P5,273
P6,775 total
includes taxes & fees
Feb 10 - Feb 11
Holiday Inn Chicago – Midway Airport S by IHG

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 P5,172
P6,072 total
includes taxes & fees
Feb 9 - Feb 10
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119 reviews)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is P5,214
P6,121 total
includes taxes & fees
Feb 9 - Feb 10
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.6 out of 10, (19 reviews)
"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 "
United States
Conner
The price is P5,683
P7,257 total
includes taxes & fees
Mar 6 - Mar 7
Rainbow Motel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,995 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is P4,218
P4,952 total
includes taxes & fees
Feb 15 - Feb 16
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,073 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is P4,980
P5,846 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,368 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is P5,592
P6,564 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,282 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is P7,879
P10,713 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel

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, (2,367 reviews)
"Great stay"
United States
Blake
The price is P7,171
P10,413 total
includes taxes & fees
Feb 16 - Feb 17
Sable at Navy Pier Chicago, Curio Collection by Hilton

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,296 reviews)
"Awesome quite hotel beds are amazing great location "
United States
jamie
The price is P5,380
P6,316 total
includes taxes & fees
Feb 15 - Feb 16
DoubleTree by Hilton Chicago - Magnificent Mile

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, (1,287 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is P6,058
P7,112 total
includes taxes & fees
Feb 9 - Feb 10
The Chicago Hotel Collection Ambassador Gold Coast

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (440 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is P3,456
P4,057 total
includes taxes & fees
Feb 22 - Feb 23
FOUND Hotel Chicago River North

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,416 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
The price is P5,620
P6,597 total
includes taxes & fees
Feb 15 - Feb 16
Club Quarters Hotel, Central Loop, Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,039 reviews)
"Great place"
United States
Omar
The price is P4,681
P7,214 total
includes taxes & fees
Feb 11 - Feb 12
Warwick Allerton - Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,079 reviews)
"Great place"
United States
Nicholas
The price is P4,789
P5,622 total
includes taxes & fees
Feb 12 - Feb 13
Club Quarters Hotel Wacker at Michigan, Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,032 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is P5,166
P7,440 total
includes taxes & fees
Mar 3 - Mar 4
The Godfrey Hotel Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,076 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P6,444
P9,284 total
includes taxes & fees
Feb 15 - Feb 16
Hyatt Centric Chicago Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,784 reviews)
"Great stay"
United States
Jennifer
The price is P5,717
P6,711 total
includes taxes & fees
Feb 15 - Feb 16
Hilton Chicago/Magnificent Mile Suites

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,237 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Side Hotel Reviews

Find out more about Southwest Side

Southwest Side Cottages information

Number of reviews
38,823
Accommodation
13 Cottages
Lowest Price
P4,057
Highest Price
P10,713