Brookfield Vacations from ￥205,036
Book a Hotel + Flight or Car together to unlock savings
Photo by skydivechicago
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Brookfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
Downtown Chicago
Price was ￥243,786, price is now ￥205,036 per person
￥205,036
per person
Nov 27 - Dec 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,154 reviews)
Convenient to everything, nice spacious rooms and very clean! Would definitely stay there again.
Reviewed on Oct 20, 2025
Pendry Chicago
Downtown Chicago
Price was ￥287,032, price is now ￥216,994 per person
￥216,994
per person
Nov 27 - Dec 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on Oct 16, 2025
The Emily Hotel
Downtown Chicago
Price was ￥301,025, price is now ￥237,066 per person
￥237,066
per person
Nov 27 - Dec 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
We really like The Emily Hotel Chicago. We've stayed a few times this year because the location is very near many great restaurants and bars. The hotel itself has really good dining and lounge options. The staff treats us very well and the rooms and beds are clean and comfortable. A great hotel in a really fun part of town!
Reviewed on Oct 22, 2025
Springhill Suites by Marriott Chicago Downtown/ River North
Downtown Chicago
Price was ￥244,235, price is now ￥205,307 per person
￥205,307
per person
Nov 27 - Dec 2
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,007 reviews)
The room was fantastic! The staff is charming! Loved the breakfast options! I was very impressed!
Reviewed on Oct 11, 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 ￥17,330 per night from Nov 9 to Nov 10
￥17,330
￥20,343 total
Nov 9 - Nov 10
includes taxes & fees
7.8/10 Good! (9,558 reviews)
Very Good
Everything was good, good location and great value for money, shower was a bit inconsistent, sometimes it took a few minutes to heat up.
Reviewed on Oct 23, 2025
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is ￥21,050 per night from Nov 23 to Nov 24
￥21,050
￥24,711 total
Nov 23 - Nov 24
includes taxes & fees
8.8/10 Excellent! (1,948 reviews)
We didn’t know what to expect from a Holiday Inn in a tower and were pleasantly surprised. The building — hotel actually starts on the 15th floor — is like new and was very clean. The staff was universally friendly. The lobby floor has a grab-and-go food option available 24 hours and a nontraditional ...
Reviewed on Oct 20, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥17,280 per night from Nov 16 to Nov 17
￥17,280
￥20,285 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (3,133 reviews)
Great place to stay in the city!!! The room was super nice with an amazing city view and the end was just perfect !!! Housekeeping staff was outstanding and it was in a very downtown convenient area to walk and find everything around !!! Would come back for sure 10000%
Reviewed on Oct 23, 2025
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
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 Brookfield
Skydeck - Willis Tower Admission
￥6,612
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,691
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
