Chicago Holidays from AU$1,788
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The Latest Chicago Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago
Price was AU$2,701, price is now AU$1,788 per person
AU$1,788
per person
19 Feb - 22 Feb
found 5 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago
Reviewed on 7 Nov 2025
Virgin Hotels Chicago
Downtown Chicago
Price was AU$2,982, price is now AU$1,966 per person
AU$1,966
per person
19 Feb - 22 Feb
found 5 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!
Reviewed on 9 Jan 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
Price was AU$2,771, price is now AU$1,831 per person
AU$1,831
per person
19 Feb - 22 Feb
found 5 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (782 reviews)
Everything was excellent but they need to fix the
Elevator the last time l was there in October its broken
Reviewed on 6 Jan 2026
Our guide on where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago
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.
Chicago Holiday
Chicago Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 2,720,500 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago |
Our pick of the best Chicago Hotel Deals
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 1 Feb to 2 Feb
AU$272
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (2,523 reviews)
Yes great Hotel everything was perfect
Reviewed on 12 Jan 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 23 Jan to 24 Jan
AU$287
23 Jan - 24 Jan
includes taxes & fees
8.4/10 Very Good! (2,243 reviews)
Clean, attractive classic looking room and bathroom.
Reviewed on 13 Jan 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 25 Jan to 26 Jan
AU$141
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (3,691 reviews)
Yes
Reviewed on 11 Jan 2026
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 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.
Chicago Riverwalk
4.5/5(26 reviews)
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.
What to do in Chicago
Chicago: Navy Pier Centennial Wheel Ticket
AU$37
per adult
88% of travellers recommend
Chicago Crime and Mob Bus Tour
AU$73
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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- All Inclusive Hotels in River North
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- 360 CHICAGO
- Art Institute of Chicago
- Austin Holidays
- Buckingham Fountain
- Busy Beaver Button Museum
- Visit Downtown Chicago
- Visit Magnificent Mile
- Chicago Museum of Science and Industry
- Visit River North
- Visit The Loop
- Cloud Gate
- Daley Plaza
- Downtown Chicago Holidays
- Garfield Park Conservatory
- Gold Coast Holidays
- Grace Abbott Homes Holidays
- Grant Park
- Hyde Park Hair Salon
- Lincoln Hall
- Lincoln Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Millennium Park
- Montrose Beach
- Navy Pier
- Oak Street Beach
- Robie House
- Rookery
- South Loop Holidays
- United Center
- University of Illinois Chicago
- Water Tower Place
- Wicker Park Holidays
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
