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Top Hinckley Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,886, price is now CA $1,182 per person
CA $1,182
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026

The Wade
Downtown Chicago
Price was CA $2,345, price is now CA $1,344 per person
CA $1,344
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.4/10 Very Good! (1,791 reviews)
I had a short stay, but it was truly a great experience. I only stayed for one night, and from the moment I arrived, the service was friendly and efficient. The room was clean, comfortable, and well-maintained—perfect for getting a good night’s rest.
The next morning, the breakfast was definitely the highlight of my stay. Everything was fresh, delicious, and well-prepared. It was the perfect way to end my visit on a high note.
I would definitely come back and highly recommend this hotel.
Reviewed on Apr 20, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,116, price is now CA $1,894 per person
CA $1,894
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $2,699, price is now CA $1,752 per person
CA $1,752
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
Price was CA $2,138, price is now CA $1,466 per person
CA $1,466
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
Safe cozy hotel
Rooms
Reviewed on Apr 21, 2026
Hinckley Hotel Deals

Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $224 per night from Apr 26 to Apr 27
CA $224
CA $251 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (999 reviews)
Had a pleasant experience at the Holiday Inn Express and Suites Aurora-Naperville. I was traveling with my 91 year old Mother who rides in a wheelchair for distances. Parking was very accessible for us. We first requested a room on the first floor as I had told the Clerk my Mother was in a wheelchair. ...
Reviewed on Apr 18, 2026

Hampton Inn & Suites Chicago/Aurora
2423 Bushwood Dr Aurora IL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Apr 29 to Apr 30
CA $196
CA $220 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Bed was comfy & room was clean, but the bathroom could have been cleaned a little better. Staff were nice, just not as welcoming as I would’ve hoped. Breakfast wasn’t the best here, however it wasn’t the worst I’ve ever had. Overall, the stay went well & I would recommend.
Reviewed on Apr 21, 2026

Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from May 10 to May 11
CA $108
CA $118 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (881 reviews)
Older place. Felt ok. Quite a bit of hair left in bathroom. Had to give the place a good wipe down with Clorox wipes before we felt comfortable. Breakfast was good.
Reviewed on Apr 20, 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.
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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.







