Caledonia Vacations from ￥230,970
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The Latest Caledonia 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 ￥283,816, price is now ￥251,385 per person
￥251,385
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.
Reviewed on Nov 12, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥255,598, price is now ￥233,448 per person
￥233,448
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early!
There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there.
This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.
Reviewed on Nov 10, 2025
Find the Best Caledonia Vacation Packages
Caledonia Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is ￥10,482 per night from Nov 20 to Nov 21
￥10,482
￥11,947 total
Nov 20 - Nov 21
includes taxes & fees
9/10 Wonderful! (1,396 reviews)
Clean and excellent breakfast
Reviewed on Nov 10, 2025
Econo Lodge
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is ￥8,754 per night from Dec 1 to Dec 2
￥8,754
￥9,976 total
Dec 1 - Dec 2
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
Excellent customer service...they treat me as family...
Reviewed on Nov 8, 2025
Holiday Inn Rockford by IHG
7550 E State Street, Rockford, IL
Fully refundable
The price is ￥13,711 per night from Nov 30 to Dec 1
￥13,711
￥15,629 total
Nov 30 - Dec 1
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Amazing Staff; Trent is wonderful, professional and accommodating. Room was clean, spacious and comfortable.
Reviewed on Nov 10, 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.
