Willow Springs Holidays

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    Save up to €900 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Willow Springs

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

Downtown Chicago
€974
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (3,933 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
€1,406
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
€1,216
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)
The property was beautiful. The location is wonderful. I recommend getting a room on the fourth floor or above for a wonderful view.

Reviewed on 12 Aug 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
€1,090
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very good! (2,879 reviews)
We visited gor an extended weekend birthday celebration. The hotel was centrally located about 15 minutes walking away from the Magnificent Mile. Restuarants are near by and Walgreens. The staff was very nice and accommodating. A special shout-out to Aldo for his professionalism and helpfulness.

Reviewed on 11 Aug 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
€1,194
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,808 reviews)
Great location overlooking the river. Walking distance to so many things. Clean rooms and helpful staff.

Reviewed on 11 Aug 2026

What to do in Willow Springs

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Willow Springs

Frequently asked questions

How much does a Willow Springs holiday package cost?
You can snap up a holiday package to this top destination from €974 on Expedia. However, how much your holiday 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 holiday 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Willow Springs holiday as a package?
You can enjoy significant savings on your next Willow Springs getaway by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Willow Springs?
If you're planning a spur-of-the-moment Willow Springs holiday, 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, favourite 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 accommodation 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 accommodation: After you've settled on your trip dates and duration, book the right Willow Springs holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.