Southmoor Vacations from $193

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Your Southmoor Vacation

Prepare to experience Southmoor on your own terms with a custom Southmoor vacation package! Uncovering the best parts of this lively city is made easier with a base in a neighborhood such as Flossmoor, which is good for golfing, among other things. You'll want to do a little exploring during your trip to Southmoor. Don't miss leading attractions such as Orland Park Sportsplex, Orland Square and Centennial Park. A couple of quick clicks is all it takes to put together a tailored Southmoor vacation on Expedia.

The Latest Southmoor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Art Villa
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
Pendry Chicago

Where to stay in Southmoor

Find the best Southmoor areas and neighborhoods for the activities you enjoy most. Learn more about Southmoor

Southmoor Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,452 reviews)
"The hotel overall was great! The only negative thing I wish was better is the bed. It was extremely hard and not comfortable to sleep on."

Reviewed on Oct 17, 2025

Congress Plaza Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
$118 nightly
The price is $139 total per night from Nov 16 to Nov 17
$139 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (1,601 reviews)
"Clean with great water pressure, plenty of hot water and excellent bedding. But most of all friendly and helpful staff."

Reviewed on Oct 16, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $239 total per night from Oct 19 to Oct 20
$239 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (2,264 reviews)
"Great hotel for the Chicago Marathon! Double queens with 2 bathrooms was perfect doe my family of 4."

Reviewed on Oct 16, 2025

Hilton 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.

Discover the most popular places to visit in Southmoor

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.