
South Addison Holidays from AU$1,198
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Top Holiday Package Deals in South Addison
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was AU$1,419, price is now AU$1,198 per person
AU$1,198
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
8.4/10 Very Good! (3,738 reviews)
It was nice and comfortable.
Reviewed on 22 Aug. 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$2,088, price is now AU$1,566 per person
AU$1,566
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug. 2025


The Emily Hotel
Downtown Chicago
Price was AU$1,835, price is now AU$1,498 per person
AU$1,498
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on 22 Aug. 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$1,744, price is now AU$1,501 per person
AU$1,501
per person
26 Sept - 28 Sept
found 8 hours ago
Return direct flight included
Orlando (MCO) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I enjoyed the total experience of staying at this facility.
Reviewed on 22 Aug. 2025
Our guide on 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
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.
Our pick of the best South Addison Hotel Deals

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 1 Sept to 2 Sept
AU$273
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,210 reviews)
"The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude ..."
Reviewed on 20 Aug. 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 24 Aug to 25 Aug
AU$216
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (9,014 reviews)
"Great hotel"
Reviewed on 20 Aug. 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 3 Sept to 4 Sept
AU$275
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,752 reviews)
"Great location. Nice size rooms. Breakfast was really good, only way to busy and crowded during that experience. They should extend the breakfast hours by an hour to reduce the over crowding. Overall good stay. Would return.."
Reviewed on 23 Aug. 2025
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
Discover the most popular places to visit in South Addison

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

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

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.
Activities

Chicago By Night River & Lake Cruise
AU$69
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
AU$62
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.