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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Cottages in Southwest Side

We don't have any properties that match your exact search

Recommended hotels in Southwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2110)
"Great place to stay!"
The price is AU$380
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1346)
"Great stay highly recommend!! "
The price is AU$286
includes taxes & fees
1 Sept - 2 Sept
Claridge House
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2257)
"Great stay "
The price is AU$184
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago
Rainbow Motel
Interior detail

Rainbow Motel

2.5 star property
5.0 out of 10, (10)
"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 AU$157
includes taxes & fees
3 Sept - 4 Sept
Rainbow Motel
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1009)
"Thanks slept well"
The price is AU$188
includes taxes & fees
1 Sept - 2 Sept
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (114)
"A dump. Next time im forced to choose this place or a floor in the airport, I'll choose the floor."
The price is AU$193
includes taxes & fees
1 Sept - 2 Sept
Skylark Motel
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2623)
"Great hotel! "
The price is AU$197
includes taxes & fees
3 Sept - 4 Sept
Best Western Grant Park Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Awesome place to stay. "
The price is AU$212
includes taxes & fees
1 Sept - 2 Sept
Ohio House Motel
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1704)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (214)
"Great place "
The price is AU$184
includes taxes & fees
1 Sept - 2 Sept
FOUND Hotel Chicago River North
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1031)
"Great stay, highly recommended"
The price is AU$314
includes taxes & fees
22 Sept - 23 Sept
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (578)
"It was a wonderful place to stay! "
The price is AU$229
includes taxes & fees
1 Sept - 2 Sept
The Chicago Hotel Collection River North
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4595)
"Great stay and great location"
The price is AU$267
includes taxes & fees
1 Sept - 2 Sept
River Hotel
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2108)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9080)
"Family had a great stay. "
The price is AU$354
includes taxes & fees
15 Sept - 16 Sept
Congress Plaza Hotel
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2327)
"I had a very good stay 10 out of 10 recommend"
The price is AU$176
includes taxes & fees
3 Sept - 4 Sept
Travelodge by Wyndham Downtown Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1041)
"Its a really nice place ,very pleased. "
The price is AU$212
includes taxes & fees
3 Sept - 4 Sept
Best Western River North Hotel
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1832)
"Amazing place to stay"
The price is AU$232
includes taxes & fees
1 Sept - 2 Sept
Central Loop Hotel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1022)
"Great hotel! "
The price is AU$273
includes taxes & fees
4 Sept - 5 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3370)
"Great location, quiet rooms "
The price is AU$232
includes taxes & fees
1 Sept - 2 Sept
Club Quarters Hotel, Central Loop, 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

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Cottages information

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