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

Southmoor Vacations from $256

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.
  • A grand lobby with a central bar, high ceilings, and classical architecture.
    Jan 18 - Jan 20

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,009 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $357
    $256
    per traveler
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
    Dec 11 - Dec 13

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.4/10 - Exceptional (5,662 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $569
    $402
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
    Jan 8 - Jan 12

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.4/10 - Very good (3,168 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $459
    $328
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
    Jan 11 - Jan 14

    Park Hyatt Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    Roundtrip • Dallas (DFW) - Chicago (ORD)
    DFW - MDW • Nonstop ORD - DFW • Nonstop
    $1,052
    $765
    per traveler
    found 1 hour ago
    Park Hyatt Chicago
  • A golf course with a pond reflecting the surroundings, a brick building with multiple windows, and trees around the area.
    Dec 27 - Dec 31

    The Glen Club + Flight

    Glenview
    4 nights
    4.0 star property
    9.0/10 - Wonderful (404 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $581
    $423
    per traveler
    found 1 day ago
    The Glen Club

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 hotel reception desk with a 'Welcome to the Prairie State' sign, a 'Hilton Honors' sign, and a 'Hilton Honors' plaque.

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.