
Leland Vacations from ¥341,538
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The Latest Leland Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Aloft by Marriott Bolingbrook
Price was ¥440,544, price is now ¥341,538 per person
¥341,538
per person
Aug 12 - Aug 16
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,004 reviews)
Customer service was top notch and classy....even had a greeter at the front door.
Reviewed on Jul 3, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥555,618, price is now ¥402,207 per person
¥402,207
per person
Aug 7 - Aug 11
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on Jul 2, 2026

Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
Price was ¥504,096, price is now ¥389,854 per person
¥389,854
per person
Aug 12 - Aug 16
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,343 reviews)
Room where clean and ideal location !
Reviewed on Jul 5, 2026

Ohio House Motel
Downtown Chicago
Price was ¥476,769, price is now ¥369,714 per person
¥369,714
per person
Aug 12 - Aug 16
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,126 reviews)
Let me do am early check-in and was very clean, went above and beyond as far as cleanliness and I felt very comfortable and safe. Ohio House exceeded my expectations!
Reviewed on Jul 6, 2026

Freehand Chicago
Downtown Chicago
Price was ¥466,042, price is now ¥363,127 per person
¥363,127
per person
Aug 12 - Aug 16
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.8/10 Good! (3,139 reviews)
The decor was excellent!!!!!! Inviting, relaxing atmosphere the music was great!! Which that was playing in the sitting area. I will definitely stay there again. Close to public transportation, walking distance from shopping, restaurants and the food service there was good.
Reviewed on Jul 6, 2026
Find the Best Leland Vacation Packages
Leland Hotel Deals

Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
The price is ¥27,386 per night from Jul 13 to Jul 14
¥27,386
¥31,305 total
Jul 13 - Jul 14
includes taxes & fees
7.2/10 Good! (1,012 reviews)
"Small cramped room. Found out their version of handicap accessibility is only a room with a walk in shower, Toilet was not raised. Room was very dark with inadequate lighting. There was a burn mark on the rug from an iron that must have been left unattended. Glad I wasn’t there for that smoke ..."
Reviewed on Jul 7, 2026

Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is ¥13,553 per night from Jul 23 to Jul 24
¥13,553
¥15,041 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (438 reviews)
"Staff was amazing! Breakfast was even better!"
Reviewed on Jul 6, 2026

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
1879 N 2703rd Rd Ottawa IL
The price is ¥30,627 per night from Aug 4 to Aug 5
¥30,627
¥41,184 total
Aug 4 - Aug 5
includes taxes & fees
9.6/10 Exceptional! (225 reviews)
"Everything was excellent and acceptable. A little expensive though."
Reviewed on Jul 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.
