Far Southwest Side Holidays

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Where to stay in Far Southwest Side

Find the best Far Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southwest Side
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Ashburn

The restaurants and churches are a few reasons travellers visit Ashburn. Though there aren't many top sights in the neighbourhood, you can visit Ephraim Bajar Cultural Center and Wintrust Sports Complex, a few notable attractions nearby.

Find hotels in Ashburn

Top hotels in Far 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 3.590.540 ₫ per night from 29 Jun to 30 Jun
3.590.540 ₫
4.268.793 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,139 reviews)
"Complicated"

Reviewed on 19 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is 3.397.792 ₫ per night from 1 Jul to 2 Jul
3.397.792 ₫
4.039.634 ₫ total
1 Jul - 2 Jul
includes taxes & fees
7.8/10 Good! (1,598 reviews)
"Our stay was amazing! Staff was very helpful!"

Reviewed on 19 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is 4.118.504 ₫ per night from 5 Jul to 6 Jul
4.118.504 ₫
4.896.464 ₫ total
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (4,449 reviews)
"Clean room exelent"

Reviewed on 19 Jun 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,701 properties in Far 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
A coastal cityscape with high-rise buildings, a marina, and a park area.

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
Soldier Field

Soldier Field

Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Soldier Field

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