
Southmoor Vacations from $193
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
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

The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on Oct 18, 2025



Trump International Hotel & Tower Chicago
Reviewed on Oct 15, 2025

Pendry Chicago
Reviewed on Oct 16, 2025
Where to stay in Southmoor

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Southmoor Hotel Deals

Congress Plaza Hotel
Reviewed on Oct 17, 2025

Crowne Plaza Chicago West Loop by IHG
Reviewed on Oct 16, 2025

Hilton Chicago
Reviewed on Oct 16, 2025
Discover the most popular places to visit in Southmoor

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do

Skydeck - Willis Tower Admission
