Southmoor Vacations from $266
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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
Hotel Felix River North/Magnificent Mile
Reviewed on Jan 20, 2026
Waldorf Astoria Chicago
Reviewed on Jan 26, 2026
Hotel Riu Plaza Chicago
Reviewed on Jan 30, 2026
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
Awesome location
Reviewed on Jan 30, 2026
Hilton Chicago
The room was clean and the staff was very friendly.
Reviewed on Jan 28, 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
The staff was friendly, the room was really nice, the location was great. The only downfall was the low lighting in the bathroom, but that’s not a deal breaker.
Reviewed on Jan 28, 2026
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
Chicago: Navy Pier Centennial Wheel Ticket
