South Deering Holidays from AU$3,133

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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.

Top Holiday Package Deals in South Deering

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,184, price is now AU$3,133 per person
AU$3,133
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (2,618 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was AU$5,385, price is now AU$3,627 per person
AU$3,627
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Friendly competent staff at checkin. The room and the view were spectacular. Wish we would have had time to use more of the amenities. I’d stay again if the opportunity arises.

Reviewed on 16 July 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,677, price is now AU$4,776 per person
AU$4,776
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$4,911, price is now AU$3,646 per person
AU$3,646
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
I love all about this hotel

Reviewed on 15 July 2026

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Price was AU$4,565, price is now AU$3,396 per person
AU$3,396
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,475 reviews)

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
A busy city street with tall buildings, a bus, and cars.

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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$329 per night from 19 July to 20 July
AU$329
19 July - 20 July
includes taxes & fees
8.2/10 Very good! (1,756 reviews)
"Great service, valet’s great too, loved how we were able to walk to night life"

Reviewed on 16 July 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$501 per night from 26 July to 27 July
AU$501
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (1,919 reviews)
"Great experience"

Reviewed on 15 July 2026

Omni Chicago Hotel
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$321 per night from 10 Aug to 11 Aug
AU$321
10 Aug - 11 Aug
includes taxes & fees
8/10 Very good! (10,274 reviews)
"Upon arriving at the hotel - some of the doors worked others did not - their signage was very confusing. When we entered our room there was a horrible smell, one of the curtains was falling from the wall. When we tried to take showers there wasn’t any hot water no matter which way you turned the ..."

Reviewed on 16 July 2026

Congress Plaza Hotel
See all 4,146 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.
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beach holidays
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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 AU$3,133. 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.

Stay near popular South Deering attractions

Harborside International Golf Center

Enjoy a round of golf in Chicago at Harborside International Golf Center. Stroll along the lakeside or attend a sporting event in this vibrant area.
See properties

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$39
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$58
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$36
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.