Woodridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $981, price is now CA $759 per person
CA $759
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Location was great. Front desk staff were friendly and helpful

Reviewed on Oct 26, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,684, price is now CA $1,238 per person
CA $1,238
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
The stay was everything I love the view and peaceful. Thank you

Reviewed on Oct 26, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,050, price is now CA $776 per person
CA $776
per person
Dec 4 - Dec 6
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,127 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $2,204, price is now CA $1,695 per person
CA $1,695
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
The best of the best. The largest rooms in town at the very best price with the very best experience.

Reviewed on Oct 26, 2026

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort

4 out of 5
Half Day
Price was CA $1,252, price is now CA $973 per person
CA $973
per person
Jan 2 - Jan 9
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)

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 $297 per night from Nov 22 to Nov 23
CA $297
CA $348 total
Nov 22 - Nov 23
includes taxes & fees
Hilton Chicago O'Hare Airport
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Nov 1 to Nov 2
CA $104
CA $115 total
Nov 1 - Nov 2
includes taxes & fees
7.2/10 Good! (1,890 reviews)
"The property itself is very rundown not modern at all. When you enter the property, it smelled like marijuana. There were tons of supplies everywhere almost as if a renovation was going to happen. No one ever checked to see if we needed additional towels, the lighting in the room was horrible. There ..."

Reviewed on Oct 26, 2026

Chicago Club Inn & Suites
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
The price is CA $200 per night from Nov 26 to Nov 27
CA $200
CA $235 total
Nov 26 - Nov 27
includes taxes & fees
8.6/10 Excellent! (1,449 reviews)
"No microwave in the rroom. The temperature of the room wouldn’t Go below 65 but the hallway were cold. bathroom to small"

Reviewed on Oct 26, 2026

Marriott Chicago O'Hare
See all 1,576 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

Stay near popular Woodridge attractions

Seven Bridges Golf Club

Enjoy a round of golf in Woodridge at Seven Bridges Golf Club. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

What to do in Woodridge

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $57
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Woodridge

Frequently asked questions

How much does a Woodridge vacation package cost?
Offering great value package deals from CA $759 on Expedia, you'll be pleasantly surprised at how much a vacation to Woodridge costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodridge?
You can typically find lower prices and better availability in January, February and November. Check out our cheap Woodridge vacation packages and you could land some excellent off-season deals.
How many days is enough for Woodridge?
Typically, a handful of days is ideal for a Woodridge vacation. With a well-planned itinerary, you can go to all the top sights like Riverwalk, as well as discover some hidden treasures along the way.
How to find the best Woodridge package deals?
Landing a cheap Woodridge package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Woodridge package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Woodridge vacation as a package?
You can enjoy significant savings on your Woodridge getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Woodridge?
If you've got your Woodridge travel dates finalized, book early to grab some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Woodridge?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Woodridge.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Woodridge.
  3. Work out your trip length: Think about how long you'd like to spend exploring Woodridge. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Woodridge vacation package.

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