Orangeville Holidays from AU$3,786
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Orangeville Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was AU$4,948, price is now AU$3,786 per person
AU$3,786
per person
28 July - 4 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,368 reviews)
Excellent hotel and close to restaurants and shopping. Very clean.
Reviewed on 24 May 2026
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$6,123, price is now AU$3,882 per person
AU$3,882
per person
28 July - 4 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Excellent location, walk to all major attractions. Friendly staff. Hotel room was very clean and comfortable. Price was pretty reasonable
Reviewed on 26 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$5,761, price is now AU$4,025 per person
AU$4,025
per person
28 July - 4 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!
Reviewed on 26 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$6,045, price is now AU$4,257 per person
AU$4,257
per person
28 July - 4 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Excellent location! Great views from our room.
Reviewed on 25 May 2026
Orangeville Holiday
Orangeville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 760 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | Lake Le Aqua Na State Park, Winneshiek Playhouse and Famous Fossil Winery |
Our pick of the best Orangeville Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is AU$196 per night from 23 June to 24 June
AU$196
23 June - 24 June
includes taxes & fees
9/10 Wonderful! (895 reviews)
"We Really enjoyed our stay we went for a graduation we came from Mississippi which was a 10 hour drive and the stay was very comfortable resting And enjoyable The workers and staff were very helpful Whatever we ask for or needed they got it. I really enjoyed the cookies😋."
Reviewed on 24 May 2026
Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 7 June to 8 June
AU$165
7 June - 8 June
includes taxes & fees
8.8/10 Excellent! (473 reviews)
"Room was clean, staff was nice, breakfast was fresh and tasty!"
Reviewed on 4 May 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 14 June to 15 June
AU$135
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (858 reviews)
"Very friendly staff. Check in was easy. We booked two rooms. Both were very clean. Room/bed was comfortable for our one night stay. Free breakfast was good before our trip home. Highly recommend staying at Monroe Super 8!"
Reviewed on 17 May 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
