Southwest Side Holidays

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Where to stay in Southwest Side

Find the best Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Side
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Back of the Yards

2 out of top 10 points of interest in this area

While there might not be top attractions in Back of the Yards, you can explore the larger area and discover places like Bridgeport Art Center and Zhou B Art Center.

Find hotels in Back of the Yards

Top hotels in Southwest Side

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.581.317 ₫ per night from 29 Jun to 30 Jun
3.581.317 ₫
4.257.828 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,235 reviews)
"Needs updating"

Reviewed on 10 Jun 2026

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is 4.186.470 ₫ per night from 28 Jun to 29 Jun
4.186.470 ₫
4.771.739 ₫ total
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,641 reviews)
"The door to the restroom kept getting jammed and wouldn’t close properly. Our room also had no WiFi… the staff couldn’t figure out why it wasn’t working."

Reviewed on 10 Jun 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is 4.203.374 ₫ per night from 1 Jul to 2 Jul
4.203.374 ₫
4.997.391 ₫ total
1 Jul - 2 Jul
includes taxes & fees
7.8/10 Good! (1,550 reviews)
"The hotel was amazing, the room was clean and big, the only bad thing was the check in… your employees are rude and disgusting… The girl from the breakfast and the guy from the rooftop were nice and respectful, we really like them"

Reviewed on 9 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
See all 5,065 properties 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.

Popular places to visit

Wrigley Field

Wrigley Field

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Millennium Park

Millennium Park

After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

Millennium Park

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