Willowbrook Vacation Packages

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Your Willowbrook Vacation

Book a custom vacation package to Willowbrook and get ready for your next epic adventure. Consider basing yourself in the neighborhood of North Lawndale, which is great for golfing and walking, for a real taste of this interesting city. A trip to Willowbrook is an ideal opportunity to do a bit of sightseeing. Be sure to look around renowned attractions like Oakbrook Center Mall, Yorktown Shopping Center and Burr Ridge Village Center. Expedia is here to help you escape the everyday. Tailor your vacation to Willowbrook to suit your travel style, whatever that may be.

Top Willowbrook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on Jul. 15, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Amazing amenities. friendly staff and clean rooms. Views from the balcony were so nice!

Reviewed on Jul. 12, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
Wonderful views from navy pier.

Reviewed on Jul. 14, 2025

Ready to book your vacation to Willowbrook?

 

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Willowbrook Hotel Deals

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 CA $203 per night from Aug 5 to Aug 6
CA $203
CA $238 total
Aug 5 - Aug 6
includes taxes & fees
7.8/10 Good! (8,957 reviews)
"Good stay"

Reviewed on Jul. 13, 2025

Congress Plaza Hotel
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 CA $273 per night from Aug 10 to Aug 11
CA $273
CA $364 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (2,031 reviews)
"Great location ! Small but nice room ."

Reviewed on Jul. 13, 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 CA $203 per night from Aug 10 to Aug 11
CA $203
CA $238 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,444 reviews)
"clean...close to attractions.."

Reviewed on Jul. 14, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,560 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Willowbrook

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

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

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

Michigan Avenue

4.5/5(19 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 Willowbrook

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
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

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Willowbrook

Frequently asked questions

How much does a Willowbrook vacation package cost?
You can snap up a vacation package to this top destination from CA $1,026 on Expedia. However, how much your vacation to Willowbrook costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Willowbrook?
If you're hoping to book a cheap Willowbrook vacation package, consider visiting in December, January and February. You're likely to find better prices on airfares and hotels during these quieter months --- perfect for budget-conscious travellers.
How many days is enough for Willowbrook?
Allow around 2 days for your Willowbrook vacation if you want to immerse yourself in everything that makes this place unique. Explore key areas, including Clarendon Hills and Indian Head Park. Then check out major sights like Galloping Ghost and Mayslake Peabody Mansion. With a well-planned itinerary, you'll be kept busy with room for some relaxation too. Want to travel beyond Willowbrook? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Willowbrook?
Willowbrook is a good vacation destination with attractions like Willowbrook Community Park among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Willowbrook vacation promises fun for everyone.
How to find the best Willowbrook package deals?
Use Expedia's handy filters to help you find some fabulous Willowbrook package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Willowbrook 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 early as possible.
Is it cheaper to book a Willowbrook vacation as a package?
You can enjoy significant savings on your next Willowbrook break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Willowbrook?
If you've got your Willowbrook vacation dates confirmed, book as early as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Willowbrook?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Willowbrook.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Willowbrook.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to experience in Willowbrook. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Willowbrook vacation package.

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