Southmoor Holidays from AU$3,688
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Your Southmoor Holiday
Our Southmoor holiday packages are a time-saving and convenient way to organise and book your next retreat. Uncover the magic of this unique neighbourhood without the burden of planning everything yourself. Kick off your trip to Southmoor with a visit to nearby attractions such as Orland Square, Centennial Park Aquatic Centre and Space Golf. No matter your travel plans or budget, booking a perfect Southmoor holiday is quick and easy with Expedia.
Top Holiday Package Deals in Southmoor
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was AU$4,555, price is now AU$3,773 per person
AU$3,773
per person
28 Dec - 3 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,419 reviews)
Hello, the selection of breakfast from the cards they gave you for the price that you pay for pre paid with no option besides what’s on card
Reviewed on 12 Nov 2026
Our guide on 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
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Our pick of the best Southmoor Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 23 Nov to 24 Nov
AU$201
23 Nov - 24 Nov
includes taxes & fees
8/10 Very good! (10,180 reviews)
"This is an older hotel with a lot of rooms, so I am never sure what to expect -- but this was a good stay. We stored our bags at the beginning and end of our stay with no problems. Our room was in the north tower and it had been refurbished. Beds were comfortable enough, and it was clean even if ..."
Reviewed on 12 Nov 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$277 per night from 27 Nov to 28 Nov
AU$277
27 Nov - 28 Nov
includes taxes & fees
8.6/10 Excellent! (3,538 reviews)
"Everything good"
Reviewed on 11 Nov 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 22 Nov to 23 Nov
AU$241
22 Nov - 23 Nov
includes taxes & 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.
Frequently asked questions
Activities
Skydeck Chicago at Willis Tower
AU$61
per adult
84% of travellers recommend
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- Abbott Park
- Apache Park
- Art Institute of Chicago
- Buckingham Fountain
- Visit Armour Square
- Visit Canaryville
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Jackson Park Highlands
- Chicago Riverwalk
- Visit South Loop
- Visit The Loop
- Visit West Loop
- Chicago Holidays
- Visit Chicago
- Cloud Gate
- Downtown Chicago Holidays
- Dwight Village Hall
- Elk Grove Village Holidays
- Frank Lloyd Wright Historic District
- Garfield Park Conservatory
- Gold Coast Holidays
- Golf Holidays
- Grant Park
- Griffin Museum of Science and Industry
- Kathy Osterman Beach
- Legoland® Discovery Center
- Lincoln Hall
- Lincoln Park Zoo
- Lombard Holidays
- Millennium Park
- Montrose Beach
- Navy Pier
- Norma Holidays
- Oak Street Beach
- Pullman Holidays
- Six Flags Great America
- University of Illinois Chicago
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.