Oak Brook Vacations from $567
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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
$1,018
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Great staff and amenities. Beautiful pool, bbq area and more. Terrific room
Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day
As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them.
For the money your room key or a key pad should allow you in.
Reviewed on Aug 21, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$821
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.
Reviewed on Aug 22, 2026
Swissotel - Chicago
Downtown Chicago
$640
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!
Reviewed on Aug 22, 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.
Rush Oak Brook
Though Rush Oak Brook might be what brings you to town, perhaps you'll have a chance to explore more of Oak Brook while you are here.
What to do in Oak Brook
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Oak Brook Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$113 nightly
$135 total
Sep 8 - Sep 9
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$215 nightly
$215 total
Aug 23 - Aug 24
Total with taxes and fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$251 nightly
$295 total
Sep 12 - Sep 13
Total with taxes and fees
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 $567 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.