Willow Springs Trips (flight + hotel)

Photo by Ed Sochacki

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Top hotels in Willow Springs

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P14,337 per night from Sep 7 to Sep 8
P14,337
P16,830 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (8,933 reviews)
"Was a nice property for location. Older hotel….."

Reviewed on Aug 10, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P9,900 per night from Aug 21 to Aug 22
P9,900
P13,049 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,833 reviews)
"Wonderful"

Reviewed on Aug 7, 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P8,761 per night from Aug 24 to Aug 25
P8,761
P10,285 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (3,627 reviews)
"It was conveniently located downtown and within walking distance of the river, shopping, Millennium Park, and dining. Close to Subway to Wrigley Field and O’Hare."

Reviewed on Aug 6, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,689 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.

Popular places to visit

McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park showing modern architecture, autumn leaves and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

What to do in Willow Springs

River tour boat in Chicago

Architecture River Tour

P2,411
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

P2,617
per adult
98% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

P1,742
per adult
92% of travellers recommend
Skyline Lake Tour
See all activities in Willow Springs

Frequently asked questions

How much does a Willow Springs vacation package cost?
You can snap up a vacation package to this top destination 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.