Southmoor Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 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
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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.
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
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Our pick of the best Southmoor Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AU$176
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,184 reviews)
"Traffic noise kept us up all night. Would not recommend."
Reviewed on 14 Aug 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
AU$326
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (3,028 reviews)
"My first day at the Hilton The View at First Sight was like wow walking into a lavish Lobby the rooms were very clean well set up with accessories with a great View the staff very helpful friendly and thorough breakfast in the morning at 6:00 anything you can think of what a spread bringing my wife ..."
Reviewed on 14 Aug 2026
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
AU$291
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (2,501 reviews)
"Booked for $227 plus tax. With parking and tax it was $388. Chitcago."
Reviewed on 14 Aug 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.
Frequently asked questions
How much does a Southmoor holiday package cost?
Less than you might think — from as low as , as a matter of fact! By combining hotels, flights and car rentals into a custom-made package, your getaway to Southmoor is just a few clicks away.
How do I get a cheap travel package to Southmoor?
Our Southmoor holiday packages promise plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and tours into an affordable package. But low prices are just the beginning of your next awesome adventure. When you book with Expedia, you'll have more than 550 airlines and 1 000 000 hotels across the globe to pick from. Whatever your budget or style, there's a holiday package with your name on it.
Where should I stay in Southmoor?
With fascinating attractions such as Orland Square and Centennial Park Aquatic Centre in this neighbourhood, look for a hotel situated near them. University Of Chicago Medicine is another sight in Southmoor that draws the crowds.
How far in advance should I book my Southmoor holiday?
You'll be rewarded with the biggest variety at the lowest prices by booking your holiday to Southmoor nice and early. Air carriers generally sell flight tickets anywhere up to a year in advance, so secure your spot ASAP. Having said that, Expedia is dedicated to giving you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Southmoor travel package include?
Travel packages include rental cars, hotels and flights, but you can mix and match them to create your dream Southmoor trip. You can also add on fun stuff like tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Southmoor travel package?
You'll score big savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one spot just makes things easier. So why waste your time or money? Whether you're organising a fancy romantic getaway or a low-cost family break, explore our package deals today.
Can I choose my airline with a Southmoor Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just choose the carrier that suits you and put together your ideal Southmoor holiday.
If I'm not able to travel, can I cancel my Southmoor holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Southmoor holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
AU$35
per adult
90% of travellers recommend
Chicago Sightseeing River and Lake Cruise
AU$66
per adult
100% of travellers recommend
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- Abbott Park
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- Art Institute of Chicago
- Buckingham Fountain
- Visit Armour Square
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- Grant Park
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- Lincoln Park Zoo
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- Millennium Park
- Montrose Beach
- Navy Pier
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- Oak Street Beach
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- 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.