Cicero Vacations from ￥266,396
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The Latest Cicero Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
Price was ￥369,264, price is now ￥305,394 per person
￥305,394
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.
Reviewed on Jun 15, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥443,444, price is now ￥366,781 per person
￥366,781
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
Very clean rooms, helpful staff and great amenities! Close to everything and convenient to shopping and eating
Felt safe and comfortable in the area !
Reviewed on Jun 15, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥444,968, price is now ￥369,419 per person
￥369,419
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,384 reviews)
The staff was very helpful! I arrive a bit early and the front desk staff was able to get me in early so I could rest. The room view was amazing and very clean and comfortable. Location was also great , lively and walking distance to everything I wanted to see. Would definitely stay again!
Reviewed on Jun 16, 2026
Level Chicago – Old Town
Downtown Chicago
Price was ￥350,859, price is now ￥292,083 per person
￥292,083
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (484 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026
Find the Best Cicero Vacation Packages
Cicero Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,866 per night from Jun 30 to Jul 1
￥21,866
￥25,996 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very Good! (10,286 reviews)
"This is the second time I’ve stayed at this property. It is conveniently located and the rooms facing the lake have a gorgeous view (request lake view). The room lighting was poor, and I missed having a table on each side of the bed."
Reviewed on Jun 16, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,906 per night from Jun 30 to Jul 1
￥21,906
￥26,044 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,592 reviews)
"Clean room staff nice"
Reviewed on Jun 15, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥25,491 per night from Jun 28 to Jun 29
￥25,491
￥29,055 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,676 reviews)
"Aside from the liberal marketing and CNN programming everywhere, it was a nice experience."
Reviewed on Jun 15, 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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