
Brookfield Vacations from ¥184,428
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The Latest Brookfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥297,196, price is now ¥184,428 per person
¥184,428
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,373 reviews)
Lots of shopping and dining options nearby, walkable, loved the rooftop dining and bar including the new ledge over the hotel.
Reviewed on Sep 4, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥344,682, price is now ¥234,582 per person
¥234,582
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Our room was amazing. Beautiful view and location. Bedding was very comfortable!
Reviewed on Sep 4, 2025

The Emily Hotel
Downtown Chicago
Price was ¥279,426, price is now ¥194,844 per person
¥194,844
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.
Reviewed on Sep 3, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ¥393,045, price is now ¥274,137 per person
¥274,137
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
The night manager Mayte was super helpful and accommodating
Reviewed on Sep 4, 2025

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was ¥459,952, price is now ¥344,228 per person
¥344,228
per person
Oct 4 - Oct 10
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,028 reviews)
It was great for a short stay with my family. We enjoyed the location and proximity to public transportation.
Reviewed on Sep 4, 2025
Find the Best Brookfield Vacation Packages
Brookfield Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥21,886 per night from Sep 22 to Sep 23
¥21,886
¥25,692 total
Sep 22 - Sep 23
includes taxes & fees

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥24,724 per night from Sep 22 to Sep 23
¥24,724
¥29,024 total
Sep 22 - Sep 23
includes taxes & fees

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥23,984 per night from Sep 14 to Sep 15
¥23,984
¥28,156 total
Sep 14 - Sep 15
includes taxes & fees
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.

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 Brookfield

Wendella's 90-min Chicago River Architecture Tour
¥5,986
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
¥6,651
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.