South Addison Vacation Packages
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Top Holiday Package Deals in South Addison
Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
CA $838
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,841 reviews)
We unfortunately came to stay when the staff decided to strike. No room service , no cleaning service for a 4 night stay. Barely got towels on the last day. Disappointing.
The only upside was the location.
Reviewed on Oct 22, 2026
Where to stay in South Addison
Find the best South Addison areas and neighborhoods for the activities you enjoy most. Learn more about South Addison
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.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
South Addison Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $174 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,093 reviews)
"Lobby area is beautiful but our room in buckingham side was terrible. Peeling paint, stairs with dirty ripped up carpeting, ice machines not working, elevator extremely slow. Our air conditioner was so loud you could hear it down the hallway! Luckily the windows opened as we couldn’t sleep with the ..."
Reviewed on Oct 23, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $201 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (2,561 reviews)
"I HAD NOT RECEIVED MY $150 GUARANTEE THAT I GAVE YOU AND IT HAD NOT BEEN REFUND. THE ROOM HAD SEVERAL ISSUES 919"
Reviewed on Oct 23, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $162
CA $193 total
Nov 22 - Nov 23
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
How much does a South Addison vacation package cost?
Handcraft your South Addison package from as low as CA $771. Choose from any combination of flights, hotels and rental cars to put together the escape of your dreams. Be sure to add on some tours and experiences!
How do I get a cheap travel package to South Addison?
It's easy. Just bundle everything together. Hotels, rental cars and flights — combine whatever you need into a South Addison vacation package and save. Score even bigger bargains when you include extras such as day tours to your booking. But that's not the only impressive part. You have the freedom to customize your vacation your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has a chance to travel and fulfill those vacation dreams.
How far in advance should I book my South Addison vacation?
To score discount prices, book nice and early. Airlines generally advertise flight tickets, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in South Addison, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia South Addison travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream South Addison trip. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a South Addison travel package?
A travel package can be customized for your budget and is a terrific way to make your budget go further. How much you include is totally up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a South Addison Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply pick the airline you want and put together your ideal South Addison getaway.
If I'm not able to travel, can I cancel my South Addison vacation package?
It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your South Addison vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
Things to do
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
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.