South Deering Holidays

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Your South Deering Holiday

Golfing, nature, adventure, fun — you'll find it all in South Deering. Discover the best of this neighbourhood with a customised South Deering holiday package. When it's time to get out and explore, you'll find lots of awesome attractions nearby including Abbott Park, Harborside International Golf Centre and Calumet Park. Tick off one or all during your trip to South Deering. Expedia is here to help put your plans into action. Book your ultimate South Deering holiday now.

Our guide on where to stay in South Deering

Find the best South Deering areas and neighborhoods for the activities you enjoy most. Learn more about South Deering
Downtown Chicago featuring a city

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.

Find hotels in Downtown Chicago

Our pick of the best South Deering Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$452 per night from 7 Sept to 8 Sept
AU$452
7 Sept - 8 Sept
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug. 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$350 per night from 22 Aug to 23 Aug
AU$350
22 Aug - 23 Aug
includes taxes & fees
8.2/10 Very Good! (1,831 reviews)
"Great!"

Reviewed on 5 Aug. 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is AU$263 per night from 24 Aug to 25 Aug
AU$263
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,353 reviews)
"Nice hotel and with easy access"

Reviewed on 6 Aug. 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,304 properties in South Deering
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a South Deering holiday package cost?
Create unforgettable memories with our South Deering holiday packages, which start from just . Pick the hotels and flights that suit your travel style. Then, add on a few activities or tours to round off your unique adventure.
How do I get a cheap travel package to South Deering?
Bundle your flights and hotels with Expedia to save big on your next exciting adventure. With over 550 partner airlines and 1 000 000 properties across the world, your South Deering holiday package can be tailored exactly to suit your travel style. With all that extra money, why not throw in a few fun experiences and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in South Deering is closer than you thought!
Where should I stay in South Deering?
A holiday in South Deering wouldn't be complete without seeing Calumet Beach, Calumet Park and Harborside International Golf Centre. Spend your nights close to these popular sights and make sightseeing easy.
How far in advance should I book my South Deering holiday?
Savvy travellers often book as early as possible. You can generally look up international airfares on Expedia up to a year before your flight. If you're booking last minute, don't worry. Low prices occasionally appear just weeks prior to departure.
What does an Expedia South Deering travel package include?
Rental cars, flights and hotels, or any combination of them — the choice is all yours! Whether you're exploring South Deering with the whole family or adventuring solo, there's a package to suit every style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a South Deering travel package?
Discover deals to match your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save loads just by combining your bookings. Whether you're going on a skiing adventure or sipping cocktails on a beach, your perfect getaway is only a few clicks away.
Can I choose my airline with a South Deering Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you'd prefer to fly to South Deering in coach or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines throughout the world.
If I'm not able to travel, can I cancel my South Deering holiday package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your South Deering holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in South Deering

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Activities

River tour boat in Chicago

Architecture River Tour

AU$64
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

AU$46
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

AU$69
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.