
Holiday Hills Holidays from AU$1,798
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Holiday Hills Holiday
Our holiday packages to Holiday Hills allow you to customise your own adventure. Tailor your journey to your needs and interests and make the most of your time in this exciting city. Eager to explore your new surroundings? Volo Auto Museum, McHenry Shores Beach Park and McCullom Lake are just three of the top places to visit during your trip to Holiday Hills. Whoever you're travelling with and whatever the size of your budget, your dream Holiday Hills holiday is just a few clicks away with Expedia.
The Latest Holiday Hills 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)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.
Reviewed on 3 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
Holiday Hills Holiday
Holiday Hills Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 590 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Volo Auto Museum, McHenry Shores Beach Park and Petersen Park Beach |
Our pick of the best Holiday Hills Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is AU$95 per night from 3 Oct to 4 Oct
AU$95
3 Oct - 4 Oct
includes taxes & fees

Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave, Vernon Hills, IL
Fully refundable
The price is AU$191 per night from 29 Sept to 30 Sept
AU$191
29 Sept - 30 Sept
includes taxes & fees

Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 28 Sept to 29 Sept
AU$187
28 Sept - 29 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.