Island Lake 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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Your Island Lake Vacation

Our vacation packages to Island Lake give you endless opportunities to enjoy new sights, sounds and experiences. And with all the details taken care of, you can breathe easy and enjoy your city break just like you deserve. You'll want to go sightseeing during your trip to Island Lake. Drop by leading attractions such as Volo Auto Museum, McHenry Shores Beach Park and Moraine Hills State Park. Your perfect Island Lake vacation is just a few clicks away. Explore flights, accommodations and more on Expedia for a trip that's tailored to suit your travel style.

Top Island Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,730, price is now CA $1,207 per person
CA $1,207
per person
Dec 19 - Dec 23
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,734, price is now CA $2,634 per person
CA $2,634
per person
Dec 27 - Jan 2
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,785, price is now CA $2,704 per person
CA $2,704
per person
Dec 27 - Jan 2
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $1,950, price is now CA $1,402 per person
CA $1,402
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Always the best hotel in Chicago!!!!

Reviewed on Nov 2, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,000, price is now CA $1,481 per person
CA $1,481
per person
Dec 27 - Jan 2
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Ready to book your vacation to Island Lake?

 

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Island Lake Hotel Deals

Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Nov 24 to Nov 25
CA $144
CA $162 total
Nov 24 - Nov 25
includes taxes & fees
8.8/10 Excellent! (1,318 reviews)
"For the name of Hyatt Regency sure didn't feel like it. The room were good but the hotel is outdated especially the elevators."

Reviewed on Nov 2, 2026

Hyatt Regency Deerfield
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
2112 S Arlington Heights Rd Arlington Heights IL
Fully refundable
The price is CA $128 per night from Dec 1 to Dec 2
CA $128
CA $143 total
Dec 1 - Dec 2
includes taxes & fees
Comfort Inn & Suites Arlington Heights - Schaumburg
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Nov 8 to Nov 9
CA $79
CA $91 total
Nov 8 - Nov 9
includes taxes & fees
7.2/10 Good! (1,467 reviews)
"Do not come here"

Reviewed on Nov 1, 2026

Motel 6 Rolling Meadows, IL - Chicago Northwest
See all 917 properties in Island Lake
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Island Lake vacation package cost?
Offering great value package deals from CA $1,207 on Expedia, you'll be surprised at how little a vacation to Island Lake costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Island Lake?
If you're hoping to snag a cheap Island Lake vacation package, consider visiting in January, February and March. You'll generally find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Island Lake?
With a well-organized itinerary, you can easily tick off the most popular Island Lake attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Island Lake vacation for longer.
How to find the best Island Lake package deals?
Begin your search for an Island Lake package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Island Lake package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Island Lake adventure off to a flying start.
Is it cheaper to book an Island Lake vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights individually. Better still, you can tailor your Island Lake escape to fit your exact style. Pick 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 Island Lake?
If you have your Island Lake vacation dates confirmed, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Island Lake?

  1. Pick your travel dates: The things you'd like to do in Island Lake and your preferred season can help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Island Lake.
  3. Decide how long to go away for: Now that you're more familiar with Island Lake, you can work out the perfect length of your vacation. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Island Lake vacation package.

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