
Rolling Meadows Vacations from ¥205,382
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The Latest Rolling Meadows Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥400,778, price is now ¥333,140 per person
¥333,140
per person
Mar 14 - Mar 17
found 12 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on Jan 13, 2026

Waldorf Astoria Chicago
Downtown Chicago
Price was ¥282,630, price is now ¥243,250 per person
¥243,250
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.
Reviewed on Jan 5, 2026

The Emily Hotel
Downtown Chicago
Price was ¥335,613, price is now ¥299,958 per person
¥299,958
per person
Mar 14 - Mar 17
found 13 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Nice newer hotel with lots of options. Rooms are a bit industrial but fine, nothing super luxurious but adequate.
Reviewed on Jan 16, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥231,578, price is now ¥208,858 per person
¥208,858
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay.
Reviewed on Jan 12, 2026
Find the Best Rolling Meadows Vacation Packages
Rolling Meadows Hotel Deals

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥30,988 per night from Feb 13 to Feb 14
¥30,988
¥36,376 total
Feb 13 - Feb 14
includes taxes & fees
8.2/10 Very Good! (2,178 reviews)
Stayed prior to flight, clean, quiet room!
Reviewed on Jan 13, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥21,370 per night from Jan 19 to Jan 20
¥21,370
¥24,358 total
Jan 19 - Jan 20
includes taxes & fees
8.8/10 Excellent! (2,311 reviews)
Fine if you need to be close to O'Hare.
Reviewed on Jan 15, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is ¥16,603 per night from Jan 27 to Jan 28
¥16,603
¥18,925 total
Jan 27 - Jan 28
includes taxes & fees
8.6/10 Excellent! (2,702 reviews)
Room we well kept, staff was mildly unresponsive. Food is waaaay overpriced, but the free shuttle to the airport is clutch
Reviewed on Jan 16, 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
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(332 reviews)
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
4.5/5(4,870 reviews)
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
¥6,889
per adult
100% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,845
per adult
88% 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.

