Grayslake Vacations from ￥159,628
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The Latest Grayslake Vacation Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥193,476, price is now ￥159,628 per person
￥159,628
per person
Feb 21 - Feb 25
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Great view, awesome bar, fun staff.
Reviewed on Dec 26, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥260,272, price is now ￥203,714 per person
￥203,714
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel was nice, clean and spacious. I lowered my stars because the staff was not friendly to the point of being rude when we checked in and out or asked for assistance with bags. I did not feel welcomed. It was like I was imposing on the staff.
Reviewed on Dec 26, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥222,778, price is now ￥175,240 per person
￥175,240
per person
Feb 21 - Feb 25
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Pendry Chicago
Downtown Chicago
Price was ￥199,758, price is now ￥164,447 per person
￥164,447
per person
Feb 21 - Feb 25
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
The room was fantastic, the rest of the hotel (lobby, gym, bar) is spotless. We arranged an engagement photoshoot in the bar via Laura S (events coordinator) and she was unbelievably helpful in ensuring everything was done correctly and in line with hotel procedure. Will be staying again when we revisit Chicago!
Reviewed on Dec 26, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥199,990, price is now ￥165,800 per person
￥165,800
per person
Feb 21 - Feb 25
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 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 ￥14,035 per night from Jan 11 to Jan 12
￥14,035
￥15,577 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Sink drained very very slowly
Reviewed on Dec 22, 2025
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is ￥13,209 per night from Jan 12 to Jan 13
￥13,209
￥14,792 total
Jan 12 - Jan 13, 2026
includes taxes & fees
8.2/10 Very Good! (885 reviews)
breakfast was decent, a few hot food choices and several other options too.
Reviewed on Dec 17, 2025
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is ￥16,723 per night from Dec 27 to Dec 28
￥16,723
￥18,894 total
Dec 27 - Dec 28
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
I didn’t have a breakfast
Reviewed on Dec 23, 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.
