Brookfield Vacations from ￥312,942
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The Latest Brookfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was ￥409,118, price is now ￥312,942 per person
￥312,942
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,054 reviews)
The staff were fantastic, and the beds were insanely comfortable/blankets were soft and plush. The location is advantageous- lots of shopping, food, and things to do nearby. Getting an Uber from this location was a breeze and took less than five minutes. The Valet service for Staypineapple was also good. Would definitely recommend!
Reviewed on May 1, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥512,126, price is now ￥343,532 per person
￥343,532
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
I was disappointed that our room was not ready by 3 pm on the day of arrival.
Reviewed on May 2, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥630,994, price is now ￥465,402 per person
￥465,402
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥467,536, price is now ￥346,528 per person
￥346,528
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on Apr 25, 2026
Find the Best Brookfield Vacation Packages
Brookfield Hotel Deals
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥13,598 per night from May 25 to May 26
￥13,598
￥20,948 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,656 reviews)
I never made it to hotel due to airline canceling flight. The hotel would not give me full refund for something that was out of my control. I WOULD NEVER BOOK WITH THIS HOTEL AGAIN. there should be courtesy given when your flight is canceled and you have no way to get there.
Reviewed on May 1, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,220 per night from May 26 to May 27
￥21,220
￥25,230 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,143 reviews)
Everything was great! No complaints other than you are always booked. We love your hotel!
Reviewed on May 1, 2026
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥17,216 per night from May 25 to May 26
￥17,216
￥20,469 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,472 reviews)
I had a very disappointing experience at this hotel. The room was very old and had a strong unpleasant smell as soon as we entered. The bed was also too short and uncomfortable, making it impossible to rest properly. Because of these issues, we decided to leave after only one hour and could not continue ...
Reviewed on May 1, 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 Brookfield
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Brookfield
Skydeck - Willis Tower Admission
￥7,012
per adult
96% 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.
