Southmoor Vacations from $331
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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
- Le Méridien Essex Chicago
Jan 28 - Jan 31Le Méridien Essex Chicago + Flight
Downtown Chicago3 nights4.0 star property9.0/10 - Wonderful (1,000 reviews)"I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything."Reviewed November 3, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop$474$331found 1 day agoper traveler - Level Chicago Fulton Market
Jan 23 - Jan 27Level Chicago Fulton Market + Flight
Downtown Chicago4 nights4.0 star property9.2/10 - Wonderful (608 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop$911$575found 1 day agoper traveler - Hotel Riu Plaza Chicago
Dec 24 - Dec 28Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (5,675 reviews)"Really enjoyed my stay! In a walkable location to many attractions. Breakfast was great."Reviewed November 10, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - MDW • Nonstop ORD - ATL • Nonstop$929$626found 1 day agoper traveler - Pendry Chicago
Jan 28 - Jan 31Pendry Chicago + Flight
Downtown Chicago3 nights4.5 star property9.2/10 - 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, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop$704$483found 1 day agoper traveler - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jan 28 - Feb 3Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,781 reviews)"The view was amazing"Reviewed November 10, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop$1,082$751found 1 day agoper traveler
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.
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.
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.
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.
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
Hampton Inn Chicago Orland Park
Hampton Inn Chicago Orland Park"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!"
DoubleTree by Hilton Chicago - Alsip
DoubleTree by Hilton Chicago - Alsip
Country Inn & Suites by Radisson, Tinley Park, IL
Country Inn & Suites by Radisson, Tinley Park, IL"They closed the pool the entire weekend due to sports team staying there for a tournament. Told us Sat st 8am someone puked in the pool and it would be closed the entire day, weekend. Hurts when staff lies to not deal with kids swimming.. the entire reason we booked rooms there."
Hyatt Place Chicago Midway Airport
Hyatt Place Chicago Midway Airport"Friendly staff, very helpful with all needs. The problem was the elevator issues they had and no freeEr in room! But staff would help with keeping ice packs frozen. Parking was great."
Baymont by Wyndham Chicago/Alsip
Baymont by Wyndham Chicago/Alsip