Willow Springs Vacations from ￥152,105
Book a Hotel + Flight or Car together to unlock savings
Photo by Ed Sochacki
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Willow Springs Vacation Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥198,952, price is now ￥152,105 per person
￥152,105
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.
Reviewed on Dec 8, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥355,415, price is now ￥261,880 per person
￥261,880
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing
Reviewed on Dec 16, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥242,798, price is now ￥179,115 per person
￥179,115
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was nice. Service was good.
Reviewed on Dec 17, 2025
The Emily Hotel
Downtown Chicago
Price was ￥230,337, price is now ￥177,390 per person
￥177,390
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Love staying at the Emily. Very helpful friendly Staff & ccool architecture. Also love the front Patio in Summer☀️
Reviewed on Dec 16, 2025
Pendry Chicago
Downtown Chicago
Price was ￥208,927, price is now ￥161,814 per person
￥161,814
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Excellent location to stay in the heart of the city.
Reviewed on Dec 17, 2025
Find the Best Willow Springs Vacation Packages
Willow Springs Hotel Deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥13,833 per night from Jan 5 to Jan 6
￥13,833
￥16,239 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.8/10 Excellent! (3,498 reviews)
Great location! Nice view, good staff
Reviewed on Dec 17, 2025
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥12,524 per night from Jan 4 to Jan 5
￥12,524
￥19,426 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (2,128 reviews)
This hotel was great. In a perfect spot for walking the city and taking in all the sights. We had 3 of us in our group and we got the 1br with 2 queens beds and a pullout couch and it was perfect. The bar was fun and everyone we met in the staff were so friendly and helpful with suggestions on places ...
Reviewed on Dec 16, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥12,870 per night from Dec 21 to Dec 22
￥12,870
￥15,109 total
Dec 21 - Dec 22
includes taxes & fees
8.6/10 Excellent! (1,992 reviews)
Great friendy staff, Smooth Check-in Check-out Process and the view from the room was just stunning.
Reviewed on Dec 16, 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 Willow Springs
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Willow Springs
Wendella's 90-min Chicago River Architecture Tour
￥6,310
per adult
94% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,827
per adult
88% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
