Find hotels in Southwest Side, IL from $61

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Compare 5,532 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Southwest Side hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2114)
"Great place to stay!"
$224 nightly
The price is $263
Sep 1 - Sep 2
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1348)
"Great stay highly recommend!! "
$145 nightly
The price is $170
Sep 3 - Sep 4
Total with taxes and fees
Claridge House

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2262)
"Great stay "
$110 nightly
The price is $130
Sep 2 - Sep 3
Total with taxes and fees
Freehand Chicago

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 "
$87 nightly
The price is $103
Sep 4 - Sep 5
Total with taxes and fees
Rainbow Motel

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1009)
"Thanks slept well"
$119 nightly
The price is $140
Sep 1 - Sep 2
Total with taxes and fees
Carlton Inn Midway

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."
$92 nightly
The price is $109
Sep 1 - Sep 2
Total with taxes and fees
Skylark Motel

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Awesome place to stay. "
$110 nightly
The price is $129
Sep 2 - Sep 3
Total with taxes and fees
Ohio House Motel

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1067)
"Wonderful Stay."
$270 nightly
The price is $317
Sep 21 - Sep 22
Total with taxes and fees
Pendry Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2625)
"Great hotel! "
$115 nightly
The price is $135
Sep 4 - Sep 5
Total with taxes and fees
Best Western Grant Park Hotel

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2083)
"The staff was so friendly and accommodating. "
$190 nightly
The price is $223
Sep 1 - Sep 2
Total with taxes and fees
Hyatt Centric The Loop Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1099)
"Great place to stay, would definitely recommend and stay here again "
$138 nightly
The price is $162
Sep 2 - Sep 3
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1705)
"Had a great stay! The area is very walkable and convenient!!"
$95 nightly
The price is $111
Sep 2 - Sep 3
Total with taxes and fees
Hotel Saint Clair- Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4601)
"Great place to stay, staff was very friendly"
$149 nightly
The price is $175
Sep 1 - Sep 2
Total with taxes and fees
River Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1032)
"Great stay"
$175 nightly
The price is $206
Sep 22 - Sep 23
Total with taxes and fees
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very Good, (215)
"Great place "
$98 nightly
The price is $115
Sep 2 - Sep 3
Total with taxes and fees
FOUND Hotel Chicago River North

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2110)
"Great spot, good location, nice rooms. "
$135 nightly
The price is $158
Sep 1 - Sep 2
Total with taxes and fees
Hotel Felix River North/Magnificent Mile

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1836)
"Great place"
$210 nightly
The price is $247
Sep 1 - Sep 2
Total with taxes and fees
Arlo Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
$194 nightly
The price is $228
Sep 14 - Sep 15
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (9089)
"Family had a great stay. "
$162 nightly
The price is $190
Sep 4 - Sep 5
Total with taxes and fees
Congress Plaza Hotel

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3357)
"Perfect location, beautiful view, very welcoming staff"
$233 nightly
The price is $274
Sep 1 - Sep 2
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
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Check out pet-friendly hotels in Southwest Side

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.

Stay near popular Southwest Side attractions

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.

Chicago, IL featuring interior views and an airport as well as a couple
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

Hotels in Southwest Side with star-rating

Hotels in Southwest Side with star-rating

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