Dolton Vacations from ￥266,396
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Dolton 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! (1,376 reviews)
We were very impressed with The Thompson and look forward to staying g there again!
Reviewed on Jun 14, 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 Dolton Vacation Packages
Dolton Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,854 per night from Jun 30 to Jul 1
￥21,854
￥25,982 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very Good! (10,283 reviews)
"The property was not well maintained, and smelled very bad. My non-smoking room stank horribly of smoke so much to give me a headache trying to sleep. The beds were made well but the whole experience made me doubt the cleanliness of the sheets and blankets. Staff was not very friendly but did their ..."
Reviewed on Jun 15, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
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
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥25,047 per night from Jun 30 to Jul 1
￥25,047
￥29,777 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very Good! (1,611 reviews)
"It was so relaxing. Older room but has been upgraded and was clean. Restaurant had great food."
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
