Southmoor Vacations from $608
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,158, price is now $678 per person
$678
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,913 reviews)
Beautiful elegant boutique hotel - and its location next to all of the luxury stores was a bonus. I do wish they had protein at their breakfast-but the breakfast offered was just fine. Loved that it was a historic location and the beds were sooo nice. Would definitely recommend and stay there again.
Reviewed on Jul 21, 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
$183 nightly
The price is $218 total per night from Aug 16 to Aug 17
$218 total
Aug 16 - Aug 17
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
$184 nightly
The price is $219 total per night from Aug 20 to Aug 21
$219 total
Aug 20 - Aug 21
Total with taxes and fees
9/10 Wonderful! (2,404 reviews)
"Nice property and room. Decent location. A bit over - priced, just like everything else is in Chicago!"
Reviewed on Jul 21, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundable
$157 nightly
The price is $187 total per night from Aug 9 to Aug 10
$187 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,087 reviews)
"Close to everything."
Reviewed on Jul 20, 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.