Willow Springs Vacations from ￥306,048

Book a Hotel + Flight or Car together to unlock savings

Photo by Ed Sochacki

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, 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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Beautiful property. Amazing customer service.

Reviewed on Jun 17, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on Jun 24, 2025

Art Villa

Art Villa

5 out of 5
West Town
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
No reviews
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Amazing service!! Beautiful hotel!

Reviewed on Jun 22, 2025

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

3 out of 5
Downtown Chicago
per person
Jul 28 - Aug 1
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,239 reviews)
Everything was excellent! Keep it up

Reviewed on Jun 23, 2025

Find the Best Willow Springs Vacation Packages

Willow Springs Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥23,450 per night from Jul 7 to Jul 8
￥23,450
￥27,528 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (4,266 reviews)
"Alma was superb as a host and guest services. She made our trip less stressful and made us feel welcome . Alma is by far the best guest services representative of Embassy Suites that i have ever encountered. Thank you for helping make this trip worry free and relaxing. My family appreciates your ..."

Reviewed on Jun 25, 2025

Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ￥22,760 per night from Jul 1 to Jul 2
￥22,760
￥31,363 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (1,921 reviews)
"We especially loved the room service, but the best was the unique indoor pool!!"

Reviewed on Jun 25, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥19,628 per night from Jul 6 to Jul 7
￥19,628
￥23,042 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (2,335 reviews)
"Decent stay for one night in town. Unable to try the cafe"

Reviewed on Jun 25, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,512 properties in Willow Springs
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.

Frequently asked questions

How much does a Willow Springs vacation package cost?
You can snap up a vacation package to this top destination from ￥306,048 on Expedia. However, how much your vacation to Willow Springs costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Willow Springs?
If you're hoping to snag a cheap Willow Springs vacation package, consider planning a trip in January, February and November. You'll typically find better rates on hotels and flights during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Willow Springs?
With a well-planned itinerary, you can easily tick off the most popular Willow Springs sights in a few days. But if you'd like to explore off the beaten track or take day trips, consider booking your Willow Springs vacation for longer.
How to find the best Willow Springs package deals?
Use Expedia's filters to find some great Willow Springs package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Willow Springs package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Willow Springs vacation as a package?
You can enjoy significant savings on your next Willow Springs getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Willow Springs?
If you're planning a spur-of-the-moment Willow Springs vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Willow Springs?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Willow Springs.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodations will likely be the largest expense during your trip to Willow Springs.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Willow Springs. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the right Willow Springs vacation package for you.

Discover the most popular places to visit in Willow Springs

Wrigley Field featuring cbd, a sporting event and a city

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.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

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.

Michigan Avenue

What to do in Willow Springs

River tour boat in Chicago

Architecture River Tour

￥7,052
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,507
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

￥6,507
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Willow Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.