Island Lake Vacation Packages
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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.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,057, price is now CA $830 per person
CA $830
per person
Jul 17 - Jul 20
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (406 reviews)
Overall, this hotel is very nice! The bed was comfortable with clean sheets. The shower was amazing, they have Starbucks downstairs and a steakhouse on the 17th floor! The only downside was the pool seemed very foggy and the hot tub was NOT clean! There was some buildup of dirt in the hot tub. Also, the lights in our room were acting weird at some points which was kind of spooky.
Reviewed on Jun 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,855, price is now CA $1,370 per person
CA $1,370
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission.
Reviewed on Jun 4, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,403, price is now CA $1,076 per person
CA $1,076
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.4/10 Very Good! (1,954 reviews)
Very comfortable bed, spacious room, and great location!
Reviewed on Jun 8, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,885, price is now CA $1,478 per person
CA $1,478
per person
Jul 27 - Jul 31
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,360 reviews)
The hotel was very convenient for our plans visiting Chicago. My only issue was that the sheets on the bed were not very soft, so not much sleep.
Reviewed on Jun 7, 2026
Island Lake Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Jun 14 to Jun 15
CA $187
CA $211 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"Great experience. I liked the restaurant, the vast lobby, fitness room., and even made time for the pool"
Reviewed on Jun 8, 2026
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Jun 9 to Jun 10
CA $249
CA $284 total
Jun 9 - Jun 10
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"My kids loved the waterslides everything."
Reviewed on May 30, 2026
DoubleTree by Hilton Chicago - Arlington Heights
75 W Algonquin Rd Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Jul 1 to Jul 2
CA $145
CA $163 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very Good! (1,010 reviews)
"Staff was mostly friendly. The balcony was nice."
Reviewed on Jun 6, 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.
