Southmoor Vacations
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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.
- Dorothy's
Jul 23 - Jul 26Dorothy's + Flight
Lakeview3 nights8.6/10 - Excellent (133 reviews)"lots of clean rooms and clean bathrooms with products you can use. keep in mind however that not every room has its own private bathroom "Reviewed May 29, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop$698$496found 2 days agoper traveler - Urban Chicago Oasis
Jul 23 - Jul 27Urban Chicago Oasis + Flight
Lakeview4 nightsRoundtrip • New York (LGA) - Chicago (MDW)LGA - MDW • Nonstop ORD - JFK • Nonstop - Swissotel - Chicago
Jul 10 - Jul 13Swissotel - Chicago + Flight
Downtown Chicago3 nights9.0/10 - Wonderful (3,357 reviews)"Staff was so helpful"Reviewed May 29, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Trump International Hotel & Tower Chicago
Jul 10 - Jul 13Trump International Hotel & Tower Chicago + Flight
Downtown Chicago3 nights9.6/10 - Exceptional (1,883 reviews)"What a great place to stay!! So clean and so convenient. Thank you!!! I will return soon"Reviewed May 30, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop - Pendry Chicago
Jul 23 - Jul 26Pendry Chicago + Flight
Downtown Chicago3 nights9.2/10 - Wonderful (1,118 reviews)"The staff were extremely accommodating and friendly."Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop
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
"Great location and clean"
Reviewed on May 29, 2026
Crowne Plaza Chicago West Loop by IHG
"Hotel parking was full. We were given other hotel parking locations in which we needed to use. We woke up the next morning, car window was shattered and our belongings stolen. Hotel could careless it happened."
Reviewed on May 29, 2026
Hilton Chicago
"This place is not what it presents as"
Reviewed on May 30, 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.
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.
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.
Things to do
