Southmoor Vacations from $678
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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
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 $1,154, 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)
Upon arrival, the room conditions were deplorable. We encountered multiple issues, including mold/mildew and deterioration around the bathtub area, a bathroom ceiling that was bubbling and deteriorating around the vent, and loud banging pipes that repeatedly disrupted our sleep. The sink was not properly cleaned, there was no stopper in the sink, the sheets on one of the beds were torn, and the dust ruffles/bed skirts were visibly dirty and unkept.
Reviewed on Jul 19, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,541, price is now $878 per person
$878
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
Building and room were very clean. Staff at front desk, rooftop & housekeeping were helpful, really enjoyed our stay.
Reviewed on Jul 19, 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
5 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
$182 nightly
The price is $216 total per night from Aug 12 to Aug 13
$216 total
Aug 12 - Aug 13
Total with taxes and fees
8/10 Very Good! (10,228 reviews)
"The only good thing was the view of Lake Michigan and it was only a mile away from Soldier Field. Extremely dated and run down property. Hallways and main area have peeling paint and old carpet that seems to be from the 70s/80s without being touched. Rooms have been given a little touch up with laminate ..."
Reviewed on Jul 19, 2026
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundable
$188 nightly
The price is $224 total per night from Aug 13 to Aug 14
$224 total
Aug 13 - Aug 14
Total with taxes and fees
9/10 Wonderful! (2,395 reviews)
"It was a good hotel in Chicago..we enjoyed it very much..Will be back again 😀"
Reviewed on Jul 19, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundableReserve now, pay when you stay
$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! (1,083 reviews)
"Had a good stay. Hotel was close to public transportation stops so it was easy to get around. The staff was friendly and helpful. The roof top pool was a nice escape in the middle of the city and summer heat."
Reviewed on Jul 19, 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.