Grand Boulevard Vacations from ￥326,714
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 Grand Boulevard Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥398,901, price is now ￥326,714 per person
￥326,714
per person
Sep 18 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
Hotel Riu exceeded our expectations. The room was spacious and clean. There were no carpets in the room which was fabulous! The bed was comfortable and the room is equipped with key controlled lights and cooling. The hotel is very quiet and I had no trouble sleeping until the last night. There was a sound that mimicked a bass or subwoofer that kept me up. The staff did all they could to find the source including sending an engineer to my room to make sure it was nothing mechanical or internal. We never could find the source but it sounded far away not like in the next room.
I felt very safe as a single woman traveling on my own. No access to upstairs rooms without a key card. Our favorite place was the rooftop bar!!!! Great views, fabulous staff, and the food was very tasty. Drinks were well made and not watered down.
Reviewed on Jul 24, 2026
Pendry Chicago
Downtown Chicago
Price was ￥483,043, price is now ￥404,096 per person
￥404,096
per person
Oct 6 - Oct 9
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)
The first room we were assigned smelled like a cat. I'm severely allergic, so I knew right away (room 2204). The second room (1404) was nice and clean. Unfortunately the noise from Michigan Avenue is pretty much unbearable. It's an old building and no sound proofing has been done to the walls ... even from the 14th floor I could hear sirens all night, cars drag racing, and even gun shots. There are 5-6 elevators on this property, but the first set of 3 services the lobby to floor 22, and the second set services 22 - 30something. I found myself constantly waiting on an elevator. One morning at 8:30 am, I had to wait for 3 (very full elevators) to pass by. If I wasn't carrying a bunch of things I would have taken the stairs. On another occassion I actually got stuck in one of the elevators, as it wouldn't open at the lobby level. I had to take it back up and use the stairs.
On a positive note, the location was nice. The gym was excellent, and the food on property was very good. I just won't be back because of the noise and the elevator issues.
Reviewed on Jul 23, 2026
Where to stay in Grand Boulevard
Find the best Grand Boulevard areas and neighborhoods for the activities you enjoy most. Learn more about Grand Boulevard
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Grand Boulevard Hotel Deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥30,128 per night from Aug 9 to Aug 10
￥30,128
￥35,823 total
Aug 9 - Aug 10
includes taxes & fees
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥32,602 per night from Aug 6 to Aug 7
￥32,602
￥37,160 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (2,897 reviews)
"Fabulous breakfast clean room great service"
Reviewed on Jul 25, 2026
The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥32,602 per night from Aug 9 to Aug 10
￥32,602
￥38,764 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,936 reviews)
"The Staff are very friendly and helpful. The breakfast was excellent. Location was great. 100% recommended!!!"
Reviewed on Jul 24, 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.
Frequently asked questions
Stay near popular Grand Boulevard attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,992
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.