Grayslake Vacations from ￥203,685
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The Latest Grayslake Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥350,452, price is now ￥290,705 per person
￥290,705
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb
Reviewed on Nov 10, 2025
Pendry Chicago
Downtown Chicago
Price was ￥247,007, price is now ￥206,792 per person
￥206,792
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!
Reviewed on Nov 10, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥345,035, price is now ￥293,264 per person
￥293,264
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on Oct 28, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥320,001, price is now ￥275,657 per person
￥275,657
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
The lobby was beautiful and the staff was incredibly friendly and helpful. However a large shortcoming in my opinion is the lack of food and dining services available. If the bar is closed and the 2 complimentary waters are gone, there is literally nothing to drink on the premises. There is no 24/7 “grab and go” not even a vending machine. With how much money it cost to stay, customers shouldn’t have to leave for a bottle for water. Also the interior hallways of the hotel look very lifeless like an office/suite space.
Reviewed on Nov 10, 2025
Find the Best Grayslake Vacation Packages
Grayslake Hotel Deals
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road, Grayslake, IL
Fully refundableReserve now, pay when you stay
The price is ￥13,735 per night from Nov 30 to Dec 1
￥13,735
￥15,243 total
Nov 30 - Dec 1
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Loved the vibe
Reviewed on Nov 4, 2025
Hyatt Regency Deerfield
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is ￥18,104 per night from Nov 23 to Nov 24
￥18,104
￥20,453 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
The room was very clean and spacious
Reviewed on Nov 8, 2025
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave, Prospect Heights, IL
Fully refundable
The price is ￥6,212 per night from Nov 17 to Nov 18
￥6,212
￥6,955 total
Nov 17 - Nov 18
includes taxes & fees
8/10 Very Good! (1,496 reviews)
Ac worked great, clean, comfortable
Reviewed on Nov 5, 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.
