Central Chicago Holidays from AU$1,798
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The Latest Central Chicago Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was AU$2,837, price is now AU$1,798 per person
AU$1,798
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on 4 Sep. 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,090, price is now AU$3,162 per person
AU$3,162
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service
Reviewed on 4 Sep. 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was AU$3,969, price is now AU$2,500 per person
AU$2,500
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
The pillows were the best!! The shampoo and conditioner were also very good, feels like clean products. It was quiet and love the black out curtains. Didnt have a chance to try the coffee bar downstairs, but it looks legit! Would stay again
Reviewed on 6 Sep. 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,842, price is now AU$3,970 per person
AU$3,970
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
Our guide on where to stay in Central Chicago
Find the best Central Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Central Chicago
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
Central Chicago Holiday
Central Chicago Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top Sights | Grant Park, Millennium Park and Northerly Island Natural Area |
Our pick of the best Central Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 12 Sept to 13 Sept
AU$278
12 Sept - 13 Sept
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is AU$320 per night from 14 Sept to 15 Sept
AU$320
14 Sept - 15 Sept
includes taxes & fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 14 Sept to 15 Sept
AU$291
14 Sept - 15 Sept
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.
Discover the most popular places to visit in Central Chicago
Navy Pier
4.5/5(64 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
4.5/5(73 reviews)
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
4.5/5(47 reviews)
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Central Chicago
Wendella's 90-min Chicago River Architecture Tour
AU$69
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
AU$69
per adult
96% of travellers recommend
More holiday ideas
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Flights
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- Flights from Harry Reid Intl.
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Cars
Activities
Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
