A sunset over a calm lake with trees silhouetted against the sky.

Southmoor Vacations from $433

Book a Hotel + Flight or Car together to unlock savings

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.
  • An outdoor seating area with a glass table, orange cushions, and potted plants.
    Dec 10 - Dec 13

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,885 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $611
    $433
    per traveler
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (605 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $911
    $575
    per traveler
    found 2 hours ago
    Level Chicago Fulton Market
  • The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
    Jan 22 - Jan 25

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,669 reviews)
    "The staff were more ghan helpful even when checking in after midnight The room was very spacious and clean The breakfast selection catered for everyone with good quality food foe everyone Had a wonderful stay, could not find a fault Thank you for your hospitality during our stsy"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $726
    $487
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • A room with two chairs and a small table, a large window with a city view at night.
    Jan 22 - Jan 25

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,997 reviews)
    "Great"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $815
    $556
    per traveler
    found 1 day ago
    Eurostars Magnificent Mile
  • A rooftop lounge with outdoor seating and a city skyline view.
    Jan 28 - Jan 31

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $704
    $483
    per traveler
    found 21 hours ago
    Pendry Chicago

Where to stay in Southmoor

Find the best Southmoor areas and neighborhoods for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Southmoor Hotel Deals

A breakfast area with a counter, a sign that says 'HAPPY BREAKFAST STARTS HERE', and various food items displayed.

Hampton Inn Chicago Orland Park

Hampton Inn Chicago Orland Park
2.5 star property
4.1 mi from Southmoor
9.0 out of 10, Wonderful, (1,054 reviews)
"The property was very clean and the staff was great! Breakfast was delicious 😋 I travel to that area a few times a year but have never stayed at this property but it is now my go to hotel!"
$114 nightly
The price is $128
Dec 4 - Dec 5
Total with taxes and fees
Hampton Inn Chicago Orland Park
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.
See all properties in Southmoor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.