Oak Brook Vacations from $631
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Your Oak Brook Vacation
Come and discover this fascinating city for yourself with a Oak Brook vacation package. Consider spending some time in the neighborhood of North Lawndale, which is great for golfing and walking, and your time here is bound to be unforgettable. Brookfield Zoo, Morton Arboretum and Oakbrook Center Mall are just some of the many attractions worth exploring during your trip to Oak Brook. Expedia will help you escape your routine. Tailor your vacation to Oak Brook to match your travel style, whatever that may look like.
The Latest Oak Brook vacation packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
$631
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (573 reviews)
Great stay in an elegant mostly residential building. Smooth check in, but had to fill out a few forms. Very nice staff. Young building with lots of dogs yay!
Reviewed on Sep 24, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$665
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s
Reviewed on Sep 25, 2026
Stay near popular Oak Brook attractions
Oak Brook Golf Course
8.2/10 (147 reviews)
This championship course designed by Roger Packard and Dennis Wise challenges golfers with varied layouts and water hazards. Arrive early to practice on the expansive driving range before tackling its manicured fairways.
Photo by Judy Mahoney
Graue Mill and Museum
8.4/10 (94 reviews)
This historic waterwheel gristmill served as an Underground Railroad station while grinding grain in the 1800s. Visitors can watch live milling demonstrations and explore interactive exhibits on 19th-century crafts.
Oakbrook Center Mall
9.2/10 (585 reviews)
Stroll through this upscale open-air shopping destination with over 160 specialty stores from Gucci to Apple. Beautifully landscaped walkways connect luxury retailers, dining options, and entertainment venues.
Mayslake Peabody Mansion
8.2/10 (92 reviews)
This Tudor Revival mansion offers a glimpse into the opulent lifestyle of coal magnate Francis Peabody. Tour the intricate woodwork and period architecture, then explore the serene 87-acre forest preserve surrounding it.
Lizzadro Museum of Lapidary Art
8.2/10 (74 reviews)
Marvel at intricate gemstone carvings and Chinese jade sculptures at this unique lapidary art museum. Explore the stunning blue jade imperial pagoda and learn about the ancient art of stone cutting.
What to do in Oak Brook
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Oak Brook Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
$186 nightly
$221 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (5,443 reviews)
"Everything was rough have to leave early"
Reviewed on Sep 26, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$153 nightly
$181 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (10,224 reviews)
"Terrible male and female bar staff! Don’t interact with customers, arguing about cups, don’t ask customer if they want a drink or to order food! They are two miserable old men"
Reviewed on Sep 25, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$179 nightly
$213 total
Oct 14 - Oct 15
Total with taxes and fees
8/10 Very Good! (2,347 reviews)
"The staff aren’t very friendly and the elevators are annoyingly slow. The buffet needs attention, eggs were cold, they were out of coffee cups. When the cups came out, they were dirty. Their system was down so you had to go back to the front desk, wait in line for a breakfast coupon then go back ..."
Reviewed on Sep 26, 2026
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.
Find the Best Oak Brook Vacation Packages
Oak Brook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 8,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Brookfield Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District |
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Frequently asked questions
How much does an Oak Brook vacation package cost?
You'll find cheap prices from $631 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 generally find reduced prices and greater availability in December, January and February. Explore our cheap Oak Brook vacation packages and you could land some great off-season discounts.
How many days is enough for Oak Brook?
Oak Brook vacations can be short or long, but to get a real feel for this place, we'd suggest 2 days is a good ballpark. With this timeframe, you can visit major attractions like Mayslake Peabody Mansion and Oakbrook Center Mall as well as underrated spots. Don't forget to explore cool areas such as Yorkfield and York Center either. If you're clever with your time, you may even be able to take a day trip or two from Oak Brook too.
Is it worth booking a vacation package to Oak Brook?
Boasting a host of highlights starting with its top-notch golfing, Oak Brook is a good vacation destination. Whether you want to explore sights such as Oakbrook Center Mall and Oak Brook Golf Course or take the path less traveled, you'll find loads to see and do on 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?
- Pick your travel dates: The things you want to do in Oak Brook and your preferred season will help you decide when to travel.
- Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Oak Brook.
- Explore Oak Brook using Expedia's trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Oak Brook. You can also save your favorite places, collaborate with friends and family and organize all your plans in one place.
- Set the duration of your trip: Start by compiling a list of the attractions you want to experience in Oak Brook. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Oak Brook vacation package.
- Book activities and experiences in advance: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on Oak Brook's best offerings. Find all the exciting things to do in Oak Brook with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Oak Brook vacation packages?
Your Oak Brook trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
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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.
