Willowbrook Vacation Packages 2026 from $551

Willowbrook flight + hotel vacation packages

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

Level Chicago – Old Town

Downtown Chicago

$551

per person

Jan 15 - Jan 18

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

$880

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Pendry Chicago

Downtown Chicago

$842

per person

Jan 11 - Jan 17

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Grand Geneva Resort & Spa

$1,207

per person

Jan 18 - Jan 25

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.

Trump International Hotel & Tower Chicago

Downtown Chicago

$803

per person

Jan 15 - Jan 18

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Stay near popular Willowbrook attractions

Creekside Park

8.2/10 (57 reviews)

After visiting Creekside Park, make a plan to see the other sights and activities in Willowbrook. You can attend a sporting event while in the area.

See properties

Frequently asked questions

How much are vacation packages to Willowbrook?

Travelocity has package deals to Willowbrook, including hotels and flights, starting at just $551. With the cash you save, you could throw in some cool tours or maybe also tack on a few extra nights to your adventure.

How long should my Willowbrook vacation be?

Around 2 nights is the average amount of time travelers spend in Willowbrook. But how long is right for you comes down to how many unforgettable memories you want to create. Why not stay a few extra days and uncover some hidden treasures?

Where can I get the best vacation package deals for Willowbrook?

Check out Travelocity. With access to 400 air carriers and at least 1,000,000 properties around the world, creating the perfect Willowbrook package deal couldn't be easier.

Why should I book my Willowbrook vacation package with Travelocity?

From our 24/7 customer care to our range of amazing destinations, we're dedicated to giving you the vacation of a lifetime. All you have to do is to click and book — our Price Match Guarantee will ensure you lock in the lowest price.

Can I save on my Willowbrook car rental if I bundle it with hotels and flights?

Bundling your car, hotel and flight into a Willowbrook vacation package is the easiest way to score better prices. Plus, having your own wheels gives you total freedom to find your way to all those big sights you're itching to explore. Located 40 mi from Willowbrook, Six Flags Great America is one attraction that should be on your itinerary. Turn up the tunes and make a day trip of it.

Which airport is best for Willowbrook?

Many travelers choose to fly into O'Hare Intl. Airport (ORD), 14 mi north of downtown Willowbrook. Others prefer Midway Intl. Airport (MDW) (10 mi away from central Willowbrook) or Lewis University Airport (LOT) (14 mi away from central Willowbrook).

What is there to do in Willowbrook?

Enjoy some excellent photo opportunities at Willowbrook Community Park, one of the most renowned attractions in Willowbrook. There's a whole lot more to discover in this exciting city, so give yourself enough time to experience some of its hidden gems.

Where should I stay when visiting Willowbrook?

If you're after somewhere to spend your nights, consider the The Champagne Lodge & Luxury Suites. It's the top choice for many travelers.