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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,512, price is now CA $1,071 per person
CA $1,071
per person
Jul 3 - Jul 6
found 5 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.

Reviewed on May 14, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,962, price is now CA $1,359 per person
CA $1,359
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
2 blocks off Michigan ave, 1 block to the river, and great views of Lake Michigan. Staff was very helpful and kind.

Reviewed on May 15, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was CA $3,540, price is now CA $2,458 per person
CA $2,458
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The morning coffee was excellent. We asked about tea in the evening and akettle and wonderful teas were brought to our room. We went to the bar for happy hour and the appetizers were great as were the prices. Nice location. Friendly staff.

Reviewed on May 12, 2026

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $1,797, price is now CA $1,306 per person
CA $1,306
per person
Jul 16 - Jul 21
found 1 hour ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
Great location for my needs.

Reviewed on May 15, 2026

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Price was CA $1,474, price is now CA $1,081 per person
CA $1,081
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,775 reviews)
Great staff and location.

Reviewed on May 14, 2026

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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 $184 per night from May 26 to May 27
CA $184
CA $218 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,129 reviews)
.

Reviewed on May 15, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from May 25 to May 26
CA $198
CA $235 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (5,181 reviews)
Clean room, great position, but small room and bed not queen as reserved, old amenities. No fridge.

Reviewed on May 15, 2026

River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from May 25 to May 26
CA $194
CA $270 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,155 reviews)
Roof top bar

Reviewed on May 15, 2026

Hotel Riu Plaza Chicago
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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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Willowbrook

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

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

Navy Pier

What to do in Willowbrook

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
See all activities in Willowbrook

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