Woodridge Vacation Packages

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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 – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Accessibility to Wendella Tours, shopping and the ‘L’ to go sightseeing

Reviewed on Jul. 24, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
The hotel was fine. But between the bed being the hardest bed ever and the music from the roof top club we didn't get much sleep.

Reviewed on Jul. 23, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Close proximity to everything

Reviewed on Jul. 22, 2025

Ready to book your vacation to Woodridge?

 

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Woodridge Hotel Deals

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 $195 per night from Jul 27 to Jul 28
CA $195
CA $223 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,772 reviews)
"Awesome experience"

Reviewed on Jul. 22, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is CA $178 per night from Aug 10 to Aug 11
CA $178
CA $203 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,316 reviews)
"Our stay at the Crowne Plaza Rosemont was nice. It was a business trip for a conference. The elevators had some issues and with so many people in for the conference it made it a bit of a “log jam” at times. The staff was very friendly. The location was perfect with several restaurants within walking ..."

Reviewed on Jul. 20, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
The price is CA $244 per night from Aug 22 to Aug 23
CA $244
CA $286 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (2,072 reviews)
"Overall a great hotel for my needs. Had my flight come in late at night and next segment early in am."

Reviewed on Jul. 23, 2025

Hilton Chicago O'Hare Airport
See all 1,477 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 featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

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

Navy Pier
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

What to do in Woodridge

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Woodridge

Frequently asked questions

How much does a Woodridge vacation package cost?
Offering great value package deals from CA $619 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.