
Willowbrook Vacations from ¥259,681
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The Latest Willowbrook Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ¥327,262, price is now ¥259,681 per person
¥259,681
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
We chose this hotel for my husband’s birthday weekend. The room was spacious clean and trendy. The bed was so comfortable. The happy hour was excellent and the game room and bar on the second floor was fabulous. The customer service was phenomenal. They surprised my husband with a goody bag for his birthday which was the icing on the cake. The hotel is currently undergoing renovations but it was still a great stay.
Reviewed on Mar 3, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥370,099, price is now ¥274,234 per person
¥274,234
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop 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

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥346,605, price is now ¥266,562 per person
¥266,562
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,070 reviews)
Very nice & clean hotel and near the Bean and shops are walkable.
Reviewed on Mar 3, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥355,470, price is now ¥280,712 per person
¥280,712
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
The location of the hotel is amazing, its really in the center, so its really convenient. The view of the hotel is amazing.
Reviewed on Mar 6, 2026

Pendry Chicago
Downtown Chicago
Price was ¥389,445, price is now ¥307,881 per person
¥307,881
per person
May 20 - May 25
found 1 day 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
Find the Best Willowbrook Vacation Packages
Willowbrook Hotel Deals

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is ¥15,620 per night from Mar 16 to Mar 17
¥15,620
¥20,499 total
Mar 16 - Mar 17
includes taxes & fees
8.6/10 Excellent! (1,436 reviews)
Everything was great!
Reviewed on Mar 7, 2026

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥16,423 per night from Mar 8 to Mar 9
¥16,423
¥19,281 total
Mar 8 - Mar 9
includes taxes & fees
8/10 Very Good! (9,920 reviews)
Staff is very polite and friendly! Grant gardens and bus stops are very convenient. Beautiful views. Historical building and safe feeling.
Reviewed on Mar 7, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥20,818 per night from Mar 24 to Mar 25
¥20,818
¥28,883 total
Mar 24 - Mar 25
includes taxes & fees
9.4/10 Exceptional! (3,469 reviews)
From the receptionist to the housekeeping, bellman This was by far the best hotel I have ever stayed in !!! The breakfast breath taking. Just to say this, it felt like home I felt sad when I left, but Riu will see me again very soon!!
Reviewed on Mar 7, 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 Willowbrook

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 Willowbrook

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.


