Southmoor Vacations from $421
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 Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,047, price is now $603 per person
$603
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
I’ve stayed at this hotel several times before, and for some unfortunate reason this stay was the worse… upon arrival the front desk clerk was a bit confrontational. I understand that there is a standard operating procedure for every establishment, however within a 3 month period a lot of things changed. Then once my wife and I get to the room, not only was the bed dirty with decorative pillows, the bathroom toilet area was also dirty. The staff again were a bit unbecoming when dealing with my wife… me not so much, but her, major red flag. The assistant hospitality/housekeeping manager, did show a good faith attitude and tried to rectify the issues however it was a tad bit too late for me.
Reviewed on Jul 24, 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
8/10 Very Good! (10,283 reviews)
"No parking on or"
Reviewed on Jul 24, 2026
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $281 total per night from Aug 9 to Aug 10
$281 total
Aug 9 - Aug 10
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
$188 nightly
The price is $224 total per night from Aug 10 to Aug 11
$224 total
Aug 10 - Aug 11
Total with taxes and fees
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.