Willowbrook Holidays

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Willowbrook Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,773 reviews)
Front desk lady was very kind and helpful.

Reviewed on 19 Jun, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.4/10 Exceptional! (1,609 reviews)
Beautiful spacious well thought room with no dust, beautiful views of the lake and river and buildings, perfect staff teams (front desk, bellboys, housekeeper team)! I will be back at the same room!

Reviewed on 19 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9/10 Wonderful! (1,865 reviews)
Hotel is very clean with friendly staff. The pool was a highlight for the kids! Convenient location.

Reviewed on 19 Jun, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,749 reviews)
A good location, modern, clean and friendly staff.

Reviewed on 19 Jun, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
8.8/10 Excellent! (2,217 reviews)
It was a pleasure staying at the Swissotel overlooking the river. Very convenient for a vacation stay and very quiet. Wonderful room.

Reviewed on 18 Jun, 2025

Top hotels in Willowbrook

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 S$243 per night from 30 Jun to 1 Jul
S$243
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (4,233 reviews)
"Well centered downtown- we were able to walk to lots of areas. One point of frustration was the elevators- extremely slow, which meant there were always crowds waiting and fighting to get into them. Otherwise our stay was good."

Reviewed on 17 Jun, 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 S$299 per night from 6 Jul to 7 Jul
S$299
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,893 reviews)
"Hotel is very clean with friendly staff. The pool was a highlight for the kids! Convenient location."

Reviewed on 19 Jun, 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 S$204 per night from 6 Jul to 7 Jul
S$204
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (2,313 reviews)
"Valet parking too expensive."

Reviewed on 18 Jun, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,558 properties in Willowbrook
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 Willowbrook holiday package cost?
You can snap up a holiday package to this top destination from S$996 on Expedia. However, how much your holiday to Willowbrook costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Willowbrook?
If you'd like to score a cheap Willowbrook holiday package, consider planning a trip in December, January and February. You're likely to find lower prices on airfares and hotels during these months --- perfect for budget-conscious travellers.
How many days is enough for Willowbrook?
Generally, a handful of days is enough to see the major sights during your Willowbrook holiday. But if you want to have more time to rest or take day trips, think about extending your trip.
Is it worth booking a holiday package to Willowbrook?
Willowbrook is a good holiday destination with attractions like Willowbrook Community Park among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a Willowbrook holiday promises fun for everyone.
How to find the best Willowbrook package deals?
Bagging a cheap Willowbrook package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Willowbrook package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Willowbrook holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Willowbrook holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Willowbrook?
Score amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Willowbrook holiday.
How to plan a trip to Willowbrook?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to holiday in Willowbrook.
  2. Plan your budget wisely: On top of the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Willowbrook.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Willowbrook. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the perfect Willowbrook holiday package for you.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

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
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 Willowbrook

River tour boat in Chicago

Architecture River Tour

S$63
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

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Willowbrook

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.