Hinckley Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Hinckley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,352, price is now CA $941 per person
CA $941
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,106, price is now CA $794 per person
CA $794
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,284, price is now CA $938 per person
CA $938
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)

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Hinckley Hotel Deals

Hollywood Casino Aurora

Hollywood Casino Aurora

2 out of 5
2500 N Farnsworth Ave Aurora IL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Nov 15 to Nov 16
CA $178
CA $223 total
Nov 15 - Nov 16
includes taxes & fees
Hollywood Casino Aurora
Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG

2.5 out of 5
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $180 per night from Nov 12 to Nov 13
CA $180
CA $201 total
Nov 12 - Nov 13
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Everything was very clean, friendly staff and good breakfast. Really enjoyed our stay."

Reviewed on Nov 10, 2026

Holiday Inn Express & Suites Aurora - Naperville by IHG
Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Nov 22 to Nov 23
CA $112
CA $122 total
Nov 22 - Nov 23
includes taxes & fees
Best Western Oswego Hotel
See all 138 properties in Hinckley
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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All Inclusive Vacations
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Frequently asked questions

How much does a Hinckley vacation package cost?
You can grab a vacation package to this top destination from CA $671 on Expedia. However, how much your vacation to Hinckley costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Hinckley?
January, February and April are the best times to look for cheap Hinckley vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Hinckley?
The ideal length for your Hinckley vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to tick off all the top sights and explore some hidden spots along the way.
How to find the best Hinckley package deals?
Use Expedia's filter tool to help you find some of the best Hinckley package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Hinckley package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Hinckley vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can customize your Hinckley trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Hinckley?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Hinckley escape.
How to plan a trip to Hinckley?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Hinckley.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Hinckley.
  3. Decide your trip length: Consider how long you'd like to spend exploring Hinckley. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the right Hinckley vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.