
Sycamore Vacations from ¥256,077
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- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
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The Latest Sycamore Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was ¥328,545, price is now ¥256,077 per person
¥256,077
per person
Dec 31 - Jan 6
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
Everything was excellent. Will definitely stay here again. I really liked the scent of the bath/shower products and the candles in the lobby
Reviewed on Nov 20, 2025

The Emily Hotel
Downtown Chicago
Price was ¥434,324, price is now ¥312,520 per person
¥312,520
per person
Dec 31 - Jan 6
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Leo handled our stay and made it seamless with first class service. Much appreciated!
Reviewed on Nov 20, 2025

Level Chicago – Old Town
Downtown Chicago
Price was ¥400,331, price is now ¥297,527 per person
¥297,527
per person
Dec 31 - Jan 6
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on Nov 9, 2025


Eurostars Magnificent Mile
Downtown Chicago
Price was ¥344,924, price is now ¥268,894 per person
¥268,894
per person
Dec 31 - Jan 6
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
17.6/10 Exceptional! (3,098 reviews)
Yes, yes, and yes, everything was wonderful
Reviewed on Nov 18, 2025
Find the Best Sycamore Vacation Packages
Sycamore Hotel Deals

Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
The price is ¥13,882 per night from Dec 14 to Dec 15
¥13,882
¥15,406 total
Dec 14 - Dec 15
includes taxes & fees
8.4/10 Very Good! (924 reviews)
Quiet and cozy. Slept well.
Reviewed on Nov 15, 2025

Motel 6 Sycamore, IL
1860 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is ¥10,813 per night from Nov 22 to Nov 23
¥10,813
¥12,001 total
Nov 22 - Nov 23
includes taxes & fees
7.6/10 Good! (595 reviews)
Good enough for what I needed it for
Reviewed on Nov 9, 2025

Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is ¥14,482 per night from Dec 21 to Dec 22
¥14,482
¥16,072 total
Dec 21 - Dec 22
includes taxes & fees
8/10 Very Good! (368 reviews)
Rachel was amazing at the front desk. She was courteous and sweet. She was very accommodating. The grands had fun in the pool. The room was very clean. The bed and pillows were very comfortable. We didnt have breakfast but the coffee was great. Will stay again when we are in the area.
Reviewed on Nov 2, 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.
