Woodridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Woodridge Vacation

When you organize a vacation package to Woodridge, you can relax and enjoy your break knowing that all your travel arrangements are under control. Discover the many gems of this amazing city while staying in a neighborhood like Clarendon Hills, which is good for golfing. If taking in sights is on the cards during your trip to Woodridge, look around well-known attractions like Morton Arboretum, Riverwalk and Promenade Bolingbrook. Whoever you're going away with and whatever your budget, your dream Woodridge vacation is just clicks away with Expedia.

Top Woodridge Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,475, price is now CA $988 per person
CA $988
per person
May 23 - May 27
found 17 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,478, price is now CA $1,650 per person
CA $1,650
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
We really loved the

Reviewed on Apr 16, 2026

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was CA $1,526, price is now CA $1,082 per person
CA $1,082
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (MDW)
8.4/10 Very Good! (1,015 reviews)
Didn't eat breakfast..parking was fine.

Reviewed on Apr 12, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,344, price is now CA $1,668 per person
CA $1,668
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Top of the line customer service! I can’t express how deeply I am impressed with your hotel, the feel, the specialness of it all! My first time there, has left me with a lasting impression I will never forget! Classy and it smelled like Paris! Love everything about the hotel. Wish I could have stayed longer. Thank you for keeping such a prestigious hotel at top standard!

Reviewed on Apr 6, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,746 per person
CA $1,746
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Was lovely but remember it being better experience

Reviewed on Apr 16, 2026

Ready to book your vacation to Woodridge?

 

Choose your dates

Woodridge Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 9 to May 10
CA $341
CA $400 total
May 9 - May 10
includes taxes & fees
8.4/10 Very Good! (2,278 reviews)
I would rate this hotel as good to excellent if not for one employee. I stayed two nights and all the staff including front desk, restaurant and housekeeping were customer friendly and efficient with one exception. I returned back to the main entrance of the hotel on the second night after a long ...

Reviewed on Apr 12, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Apr 22 to Apr 23
CA $197
CA $225 total
Apr 22 - Apr 23
includes taxes & fees
8.8/10 Excellent! (2,490 reviews)
I was at the on site conference - food was excellent

Reviewed on Apr 16, 2026

Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from May 1 to May 2
CA $258
CA $303 total
May 1 - May 2
includes taxes & fees
8.6/10 Excellent! (1,235 reviews)
amenities were great and the Staff was welcoming.

Reviewed on Apr 9, 2026

Marriott Chicago O'Hare
See all 1,570 properties in Woodridge
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 Woodridge

Wrigley Field

Wrigley Field

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

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

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

Navy Pier

What to do in Woodridge

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Woodridge

Explore a world of travel with Expedia

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