Oak Brook Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Judy Mahoney

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Oak Brook Vacation Packages

Oak Brook Hotel Deals

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is NT$4,663 per night from Jul 2 to Jul 3
NT$4,663
NT$6,404 total
Jul 2 - Jul 3
includes taxes & fees
9/10 Wonderful! (1,952 reviews)
"Ac in the room is very loud interrupts sleeping. No fan in the bathroom."

Reviewed on 2025/6/30

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,174 per night from Jul 7 to Jul 8
NT$4,174
NT$4,899 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (2,355 reviews)
"Hard to located without sign took us 30 minutes to find hotel"

Reviewed on 2025/6/29

Hilton Chicago/Magnificent Mile Suites
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 NT$4,158 per night from Jul 3 to Jul 4
NT$4,158
NT$4,881 total
Jul 3 - Jul 4
includes taxes & fees
7.8/10 Good! (8,892 reviews)
"It was in a great location. My friends and I had a great stay here and were super close to Millenium park. Bus stops were close and the hotel was great overall. Parking was expensive so make sure to book it somewhere else beforehand as well. You will find better deals that way."

Reviewed on 2025/6/29

Congress Plaza Hotel
See all 5,025 properties in Oak Brook
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.

Frequently asked questions

How much does an Oak Brook vacation package cost?
You'll find cheap prices on Expedia for your Oak Brook escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Oak Brook costs.
What are the cheapest months to go to Oak Brook?
You can typically find reduced prices and better availability in January, February and April. Take a look at our cheap Oak Brook vacation packages and you could get some great off-season discounts.
How many days is enough for Oak Brook?
Oak Brook vacations come in many shapes and sizes, but to get a true feel for this destination, we reckon 2 days is about right. In this timeframe, you can visit major attractions like Oak Brook Golf Course and Oakbrook Center Mall and seek out some lesser-known spots. Don't skip neighborhoods such as Yorkfield and York Center either. If you're clever with your time, you may even be able to take a day trip outside of Oak Brook too.
Is it worth booking a vacation package to Oak Brook?
Boasting a host of highlights starting with its amazing golfing, Oak Brook is a good vacation destination. Whether you'd like to discover sights like Mayslake Peabody Mansion and Lizzadro Museum of Lapidary Art or take the road less traveled, you'll have loads to keep you busy during your Oak Brook vacation.
How to find the best Oak Brook package deals?
Start your search for an Oak Brook package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Oak Brook package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oak Brook escape underway.
Is it cheaper to book an Oak Brook vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Oak Brook trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Oak Brook?
If you're planning an impromptu Oak Brook getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Oak Brook?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Oak Brook.
  2. Set a budget: Factor in expenses like food, flights and transportation when calculating how much to set aside for your trip to Oak Brook. Then, pick a property that suits your budget, whether that's an economical stay or a lavish getaway.
  3. Decide how long to go for: Now that you're more familiar with Oak Brook, you can work out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time for all the things you want to do.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Oak Brook vacation package for you.

Discover the most popular places to visit in Oak Brook

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.