
Rolling Meadows Vacations from ¥307,881
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The Latest Rolling Meadows Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was ¥389,445, price is now ¥307,881 per person
¥307,881
per person
May 20 - May 25
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,136 reviews)
Front desk staff are gems! They knew my name after 1 interaction and were very attentive. The room amenities were very nice-- espresso, bottled water, chocolates, steamer, toiletries.
Reviewed on Mar 1, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥629,236, price is now ¥449,760 per person
¥449,760
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Just a block off of Michigan Avenue made this hotel a great location for shops food and people watching! Great selection of breakfast buffet. Stayed 2nd time staying at this hotel. Will continue to stay here when we’re in Chicago. No valet parking though but parking garage is just around the corner street.
Reviewed on Mar 5, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥684,328, price is now ¥533,808 per person
¥533,808
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥543,210, price is now ¥434,640 per person
¥434,640
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet
Reviewed on Feb 22, 2026

The Wade
Downtown Chicago
Price was ¥511,058, price is now ¥414,530 per person
¥414,530
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,700 reviews)
My stay at The Wade overall was pretty good. I booked here because it has a pool, and I thought I would have a nice view (city view). The view wasn’t available, I was on the 27th floor and only had a view of the roof of other buildings, and other apartments. I kept the window covered for the most part. The pool was unkept in my opinion, I didn’t feel comfortable with the dirt ring on the white tile that surrounded the pool, and the water looked and felt pretty grimy, I felt it needed to be serviced. Though my main attractions to this location were not fulfilled it was very quiet on my floor, the cleaning crew were very polite and generous, and the valet was very friendly and always gave me great service despite it being very busy over the course of my stay.
Reviewed on Mar 2, 2026
Find the Best Rolling Meadows Vacation Packages
Rolling Meadows Hotel Deals

Holiday Inn Chicago North-Evanston by IHG
1501 Sherman Ave Evanston IL
Fully refundable
The price is ¥14,283 per night from Mar 18 to Mar 19
¥14,283
¥16,351 total
Mar 18 - Mar 19
includes taxes & fees
8.6/10 Excellent! (1,807 reviews)
Clean and great helpful staff
Reviewed on Mar 2, 2026

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥30,761 per night from Mar 27 to Mar 28
¥30,761
¥36,110 total
Mar 27 - Mar 28
includes taxes & fees
8.4/10 Very Good! (2,224 reviews)
Yed
Reviewed on Mar 4, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥19,879 per night from Mar 10 to Mar 11
¥19,879
¥22,658 total
Mar 10 - Mar 11
includes taxes & fees
8.8/10 Excellent! (2,388 reviews)
Room was clean. Not a lot of choices for dining.
Reviewed on Mar 5, 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 Rolling Meadows

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 Rolling Meadows

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.


