Grayslake Holidays
Photo by Richard Remington
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Top Flight + Hotel Deals in Grayslake
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was €944, price is now €565 per person
€565
per person
10 Nov - 16 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!
Reviewed on 6 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €1,201, price is now €678 per person
€678
per person
10 Nov - 16 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on 7 Oct 2025
Swissotel - Chicago
Downtown Chicago
Price was €1,206, price is now €694 per person
€694
per person
10 Nov - 16 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice
Reviewed on 9 Oct 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,040, price is now €643 per person
€643
per person
10 Nov - 16 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on 7 Oct 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,089, price is now €682 per person
€682
per person
10 Nov - 16 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,142 reviews)
Absolutely loved this place.... views were great, staff was great, atmosphere was great! One of my most favorite places to stay.
Reviewed on 8 Oct 2025
Top hotels in Grayslake
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road, Grayslake, IL
Fully refundableReserve now, pay when you stay
The price is €90 per night from 27 Oct to 28 Oct
€90
27 Oct - 28 Oct
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Overall nice stay"
Reviewed on 2 Oct 2025
Comfort Inn Chicago Schaumburg - O'Hare Airport
1300 E Higgins Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €79 per night from 19 Oct to 20 Oct
€79
19 Oct - 20 Oct
includes taxes & fees
7/10 Good! (948 reviews)
"Very nice I will stay there again"
Reviewed on 30 Sept 2025
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €62 per night from 21 Oct to 22 Oct
€62
21 Oct - 22 Oct
includes taxes & fees
6.6/10 (1,004 reviews)
"The lamp on the table was off and we had to look for a way to turn it on. The microwave was also off behind the TV stand and it was very difficult to plug it in. But overall everything was very good."
Reviewed on 3 Oct 2025
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.
