Hillside Vacations from ￥333,290
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The Latest Hillside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥421,177, price is now ￥333,290 per person
￥333,290
per person
Apr 8 - Apr 13
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
the breakfast was ok like all the hotel. i like the international RIU better
Reviewed on Mar 9, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥624,805, price is now ￥463,414 per person
￥463,414
per person
May 28 - Jun 2
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
I love the location
Reviewed on Mar 9, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥495,657, price is now ￥368,190 per person
￥368,190
per person
May 28 - Jun 2
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (414 reviews)
This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back.
Reviewed on Mar 8, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥560,082, price is now ￥423,784 per person
￥423,784
per person
May 28 - Jun 2
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥542,205, price is now ￥426,410 per person
￥426,410
per person
May 28 - Jun 2
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Room was nice and clean, decent view.
Perfect location. Close to shopping and nice restaurants.
Staff was amazing; Myron in particular was so kind and accommodating.
Reviewed on Mar 8, 2026
Find the Best Hillside Vacation Packages
Hillside Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥15,265 per night from Apr 1 to Apr 2
￥15,265
￥17,919 total
Apr 1 - Apr 2
includes taxes & fees
8/10 Very Good! (9,933 reviews)
Great historic vibe, but feels old.
Reviewed on Mar 9, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥20,818 per night from Mar 24 to Mar 25
￥20,818
￥28,883 total
Mar 24 - Mar 25
includes taxes & fees
9.4/10 Exceptional! (3,494 reviews)
the breakfast was ok like all the hotel. i like the international RIU better
Reviewed on Mar 9, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥19,278 per night from Mar 19 to Mar 20
￥19,278
￥22,631 total
Mar 19 - Mar 20
includes taxes & fees
8.6/10 Excellent! (5,741 reviews)
Nice
Reviewed on Mar 9, 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.
Discover the most popular places to visit in Hillside
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Hillside
Skydeck - Willis Tower Admission
￥6,860
per adult
98% of travellers recommend
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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.
