Find hotels in Southwest Side, IL from 1.376.263 ₫

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30 Aug - 31 Aug
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31 Aug - 1 Sep
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5 Sep - 7 Sep
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12 Sep - 14 Sep

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Top 10 Southwest Side hotels and places to stay

Our top choices for Southwest Side hotels

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, (2111)
"Great place to stay!"
The price is 5.242.655 ₫
6.918.358 ₫ total
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 3.532.864 ₫
4.920.456 ₫ total
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, (2258)
"Great stay "
The price is 2.679.287 ₫
3.609.111 ₫ total
includes taxes & fees
2 Sept - 3 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 2.356.560 ₫
2.766.368 ₫ total
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 2.758.848 ₫
3.238.590 ₫ total
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 2.871.605 ₫
3.370.976 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Skylark Motel
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 2.897.950 ₫
3.401.930 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Ohio House Motel
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1067)
"Wonderful Stay."
The price is 6.191.075 ₫
8.350.220 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Pendry Chicago
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 2.888.729 ₫
3.391.079 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Best Western Grant Park Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2079)
"The staff was so friendly and accommodating. "
The price is 5.007.394 ₫
5.878.182 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric The Loop Chicago
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1098)
"Great place to stay, would definitely recommend and stay here again "
The price is 3.376.612 ₫
3.963.805 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection Ambassador Gold Coast
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
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4595)
"Great place to stay, staff was very friendly"
The price is 3.925.405 ₫
4.608.033 ₫ total
includes taxes & fees
1 Sept - 2 Sept
River Hotel
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 4.615.644 ₫
5.418.305 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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 2.584.444 ₫
3.033.879 ₫ total
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
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
Arlo Chicago
Exterior

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1835)
"Great place"
The price is 4.142.751 ₫
5.649.685 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Arlo Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9082)
"Family had a great stay. "
The price is 5.192.600 ₫
6.095.593 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Congress Plaza Hotel
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3356)
"Perfect location, beautiful view, very welcoming staff"
The price is 5.671.025 ₫
6.657.215 ₫ total
includes taxes & fees
1 Sept - 2 Sept
LondonHouse Chicago, Curio Collection by Hilton
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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Accommodation near Southwest Side attractions

Marquette Park

Marquette Park

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

See properties in Marquette Park
S.S. Peter and Paul Church

S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

See properties in S.S. Peter and Paul Church

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

More cheap stays in Southwest Side

More cheap stays in Southwest Side

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street, Lombard, IL
The price is 1.876.818 ₫ per night from 16 Sept to 17 Sept
1.876.818 ₫
2.082.891 ₫ total
16 Sept - 17 Sept
includes taxes & fees
8.8/10 Excellent! (2,198 reviews)

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