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Willowbrook flight + hotel packages

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DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was CA $906, price is now CA $597 per person
CA $597
per person
Jan 31 - Feb 6
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and FireZone are located nearby.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was CA $1,719, price is now CA $1,140 per person
CA $1,140
per person
Jan 31 - Feb 6
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,249, price is now CA $853 per person
CA $853
per person
Jan 30 - Feb 2
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4 out of 5
Price was CA $922, price is now CA $631 per person
CA $631
per person
Jan 31 - Feb 6
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Skokie. Enjoy free parking, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions North Shore Center for the Performing Arts and Adagio Teas are located nearby.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $1,617, price is now CA $1,134 per person
CA $1,134
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Top Willowbrook hotels deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $112 per night
CA $112
CA $131 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $152 per night
CA $152
CA $213 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
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
Free cancellation
Reserve now, pay when you stay
The price is CA $132 per night
CA $132
CA $155 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $129 per night
CA $129
CA $151 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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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

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

Wrigley Field

4.5/5(158 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(141 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.

McCormick Place

Willowbrook Vacations

Got your tickets booked and your bags zipped up and ready to go? Read on for a few basic Willowbrook tips before you jet off.

Willowbrook is a neighborhood in the well-loved city of Chicago. You'll find it 19 miles (31 kilometers) southwest of the center.

Last time they counted, the population of Chicago was 2,700,000.

Places to visit in Willowbrook

National Shrine of St. Therese is very spiritual. While there, take advantage of your surroundings and focus on some quiet reflection. But that's not all there is. If the kids are bored with sightseeing and need some exercise, why not take them to Willowbrook Community Park? It's the perfect place to have a game of catch and throw a ball around.

Where do you fly into for Willowbrook?

Arriving at Midway International Airport (MDW)? Clear security, step out of the terminal and you'll be 11 miles (18 kilometers) east from the central area of Willowbrook.

Frequently asked questions

How much are vacation packages to Willowbrook?
Travelocity has package deals to Willowbrook, including hotels and flights, starting at just CA $597. 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 64 kilometers 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), 23 kilometers north of downtown Willowbrook. Others prefer Midway Intl. Airport (MDW) (16 kilometers away from central Willowbrook) or Lewis University Airport (LOT) (23 kilometers 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.

Photos of local treasures

Browse Willowbrook vacation photos for more inspiration