Grayslake Vacations from ￥362,534
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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 ￥458,800, price is now ￥362,534 per person
￥362,534
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
Thank you for your exceptional hospitality
Reviewed on Mar 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥546,288, price is now ￥399,292 per person
￥399,292
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Perfect location, clean rooms, friendly staff, good and varied breakfast. Recommend 👌
Reviewed on Mar 29, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥432,268, price is now ￥366,664 per person
￥366,664
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Great place to stay the young lady checking us in was not very friendly. Never received my complimentary drinks. There was never anyone at the bar. Valet guy was very helpful!!! Other than the small things it was a good stay!!!
Reviewed on Mar 29, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was ￥446,148, price is now ￥381,583 per person
￥381,583
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.4/10 Very Good! (1,862 reviews)
This was perfect for a night in the city! Great all around and will stay again. Great staff at check-in!
Reviewed on Mar 27, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥443,372, price is now ￥382,310 per person
￥382,310
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Great location. The staff was nice. It was everything we needed.
Reviewed on Mar 29, 2026
Find the Best Grayslake Vacation Packages
Grayslake Hotel Deals
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
Fully refundable
The price is ￥15,149 per night from Apr 23 to Apr 24
￥15,149
￥16,813 total
Apr 23 - Apr 24
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great all around
Reviewed on Mar 28, 2026
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
The price is ￥20,055 per night from Apr 3 to Apr 4
￥20,055
￥22,657 total
Apr 3 - Apr 4
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Average
Reviewed on Mar 24, 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is ￥15,005 per night from Apr 19 to Apr 20
￥15,005
￥16,802 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (1,089 reviews)
The nozzle in shower was broken and I asked them to fix it…it was not fixed. Coming back to room after a long day to it still non functional was a tad frustrating. Line was long in lobby so I sucked it up and treated it as a camping trip.
Reviewed on Mar 29, 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.