Southmoor Vacations from $730
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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,216, price is now $730 per person
$730
per person
Sep 11 - Sep 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,797 reviews)
Location was excellent. Rooms were a little smaller than I'd prefer but we got by.
Reviewed on Jun 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,466, price is now $867 per person
$867
per person
Sep 11 - Sep 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
Included breakfast was great. Very responsive. Our shower drain was clogged; they fixed it the evening we reported it.
Reviewed on Jun 29, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,343, price is now $840 per person
$840
per person
Sep 11 - Sep 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,278, price is now $837 per person
$837
per person
Sep 11 - Sep 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Clean room and staff was great.
Reviewed on Jun 28, 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
$132 nightly
The price is $157 total per night from Jun 30 to Jul 1
$157 total
Jun 30 - Jul 1
Total with taxes and fees
8/10 Very Good! (10,166 reviews)
"Charm"
Reviewed on Jun 29, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $268 total per night from Jul 6 to Jul 7
$268 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (2,502 reviews)
"Beautiful hotel, rustic, great pictures"
Reviewed on Jun 29, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $159 total per night from Jun 30 to Jul 1
$159 total
Jun 30 - Jul 1
Total with taxes and fees
7.6/10 Good! (2,645 reviews)
"It was a great location for the places and things I needed access to. The staff was friendly, courteous, helpful, and a big shout out to La Lasalle Luna Cafe that was right there! Overall excellent accommodation for the trip to Chicago."
Reviewed on Jun 29, 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.