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Orangeville Vacation Packages
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Save up to CA $775 when you book a flight and hotel together*
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Top Orangeville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
![Fairmont Chicago at Millennium Park Gold Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577141/223eec73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Love this property. Whenever we visit Chicago this is where we stay. It’s lovely.
Reviewed on Jun. 12, 2024
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,114 reviews)
The hotel was great and guest services were awesome. Noted my late arrival due to delayed flight. The hotel is right on Michigan and the bus stops right in front. The rooms are comfortable and well designed.
However, I wouldn't recommend eating at ALK. What a rip. for $6, I got about 10 spears of grilled asparagus! I know food prices and labor have gone up but this is ridiculous.
Reviewed on Jun. 8, 2024
![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (210 reviews)
Great room - fabulous fitness center. Easy access to grocery stores to stock fridge. Room is furnished with all amenities.
Reviewed on Jun. 9, 2024
Orangeville Hotel Deals
![Super 8 by Wyndham Monroe WI](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/b2846b8b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69, Monroe, WI
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Jun. 23 to Jun. 24
CA $89
CA $97 total
includes taxes & fees
Jun 23 - Jun 24
8.8/10 Excellent! (614 reviews)
"I was quite pleased"
Reviewed on Jun. 8, 2024
![Country Inn & Suites by Radisson, Stockton, IL](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/6e03cb2e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Country Inn & Suites by Radisson, Stockton, IL
200 Dillon Ave, Stockton, IL
Fully refundable
The price is CA $96 per night from Jul. 1 to Jul. 2
CA $96
CA $107 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (485 reviews)
"Pool hours not very accomadationg"
Reviewed on May 24, 2024
![Country Inn & Suites by Radisson, Freeport, IL](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/e22524ca_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive, Freeport, IL
Fully refundable
The price is CA $154 per night from Jul. 2 to Jul. 3
CA $154
CA $171 total
includes taxes & fees
Jul 2 - Jul 3
8.8/10 Excellent! (696 reviews)
"The property is located in northwest Illinois a very scenic area to the west towards the Mississippi River. The property is an older but well maintained property. The room is nice and comfortable."
Reviewed on Jun. 9, 2024
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.