Southmoor Vacations from $441
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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $661, price is now $441 per person
$441
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,854 reviews)
Small quiet rooms, but the location makes up for it.
Reviewed on Jul 28, 2026
The Chicago Hotel Collection - Wrigleyville
Lakeview
Save 100% on your flight
Price was $1,692, price is now $1,127 per person
$1,127
per person
Sep 28 - Oct 5
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7/10 Good! (1,007 reviews)
Room and bed were very comfortable. Unfortunately, the location ended up being incredibly loud late into the early morning hours.
Reviewed on Jul 27, 2026
Where to stay in Southmoor
Find the best Southmoor areas and neighborhoods for the activities you enjoy most. Learn more about Southmoor
Downtown Chicago
4 out of top 10 points of interest in this area
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
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $207 total per night from Aug 16 to Aug 17
$207 total
Aug 16 - Aug 17
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $210 total per night from Aug 20 to Aug 21
$210 total
Aug 20 - Aug 21
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $209 total per night from Aug 20 to Aug 21
$209 total
Aug 20 - Aug 21
Total with taxes and fees
8.6/10 Excellent! (1,110 reviews)
"Room was fine."
Reviewed on Jul 28, 2026
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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.