Southmoor Vacations
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.
- Hollywood Casino Aurora
Jul 27 - Jul 30Hollywood Casino Aurora + Flight
Aurora3 nightsRoundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop$1,531$392found 1 day agoper traveler - Level Chicago Fulton Market
Aug 21 - Aug 25Level Chicago Fulton Market + Flight
Downtown Chicago4 nights9.2/10 - Wonderful (492 reviews)"Fully equipmet"Reviewed June 2, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop - The Royal Sonesta Chicago River North
Jul 9 - Jul 12The Royal Sonesta Chicago River North + Flight
Downtown Chicago3 nights9.2/10 - Wonderful (2,624 reviews)"Great location, friendly staff"Reviewed June 1, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Level Chicago – Old Town
Aug 21 - Aug 25Level Chicago – Old Town + Flight
Downtown Chicago4 nights9.0/10 - Wonderful (488 reviews)"Very clean and loved the location and amenities with the store on the first floor was fantastic"Reviewed June 3, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop - Hotel Riu Plaza Chicago
Jul 9 - Jul 12Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (4,330 reviews)"Great rooftop bar and breakfast."Reviewed June 3, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - 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
"The location was excellent. Close to all the museums, shopping district and river walk."
Reviewed on Jun 3, 2026
Crowne Plaza Chicago West Loop by IHG
"Great location! You can walk and explore ALL what Chicago's west loop has to offer!"
Reviewed on Jun 3, 2026
Hilton Chicago
"Samantha was exceptionally helpful upon check in. I appreciated her professionalism. Our room was perfect with two bathrooms for our party of three."
Reviewed on May 31, 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.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
