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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,466, price is now CA $998 per person
CA $998
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .
Reviewed on Apr 17, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,553, price is now CA $1,041 per person
CA $1,041
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,409 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

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,641, price is now CA $1,119 per person
CA $1,119
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,628 reviews)
Room was slightly small and there was no microwave. But for the most part enjoyed my stay.
Reviewed on Apr 15, 2026

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was CA $1,662, price is now CA $1,155 per person
CA $1,155
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,026 reviews)
Lobby was under construction which wasn’t attractive but also not disruptive. Hotel was fine but not glamorous. Room was small.
Reviewed on Apr 16, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,273, price is now CA $1,584 per person
CA $1,584
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on Apr 7, 2026
Hinckley Hotel Deals

Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $218 per night from Apr 27 to Apr 28
CA $218
CA $244 total
Apr 27 - Apr 28
includes taxes & fees
9.6/10 Exceptional! (1,001 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

Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Apr 30 to May 1
CA $112
CA $122 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (874 reviews)
Room was fairly clean but had a smell strong enough that the windows needed to be fully open. Shower was fair at best, plenty of hot water but terrible water pressure. Breakfast was fair at best.
Reviewed on Apr 16, 2026

Hampton Inn & Suites Chicago/Aurora
2423 Bushwood Dr Aurora IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Apr 29 to Apr 30
CA $197
CA $220 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Staff was very friendly and helpful. Was able to get rooms close to our family that was staying there also Room was exceptionally clean. Hall ways were in need a little vacuuming. Pool was great for our Grandkids! A place for the younger and one for the older ones. We were all very impressed with ...
Reviewed on Apr 12, 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.







