Oak Brook Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Oak Brook Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ready to book your vacation to Oak Brook?
Oak Brook Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $190
CA $225 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very good! (10,220 reviews)
"The hotel was just across for the Lollapalooza. The A/C wasn’t cool enough for me. My friend got locked in the bathroom when she used the older lock, the door knob looks older too,it took a while to maneuver that so almost call the front desk. Only 3pillows for the king size bed. No coffee maker, ..."
Reviewed on Aug 7, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $213
CA $253 total
Aug 16 - Aug 17
includes taxes & fees
8/10 Very good! (1,943 reviews)
"Great!!!!!"
Reviewed on Aug 7, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $296
CA $348 total
Aug 29 - Aug 30
includes taxes & fees
8.4/10 Very good! (2,373 reviews)
"Comfortable hotel in the airport. Staff is friendly and professional. Restaurant and bar were super congenial. Great place to stay on a quick trip to Chicago or on layover."
Reviewed on Aug 6, 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.
Stay near popular Oak Brook attractions
Oak Brook Golf Course
8.2/10 (147 reviews)
Enjoy a round of golf in Oak Brook at Oak Brook Golf Course. Stroll along the riverfront or attend a sporting event in this family-friendly area.
Photo by Judy Mahoney
Graue Mill and Museum
8.4/10 (94 reviews)
You can spend time browsing the exhibits at Graue Mill and Museum during your trip to Oak Brook. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Oakbrook Center Mall
9.2/10 (585 reviews)
You can enjoy retail therapy at Oakbrook Center Mall during your visit to Oak Brook. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Mayslake Peabody Mansion
8.2/10 (92 reviews)
Learn about the local history of Oak Brook with a stop at Mayslake Peabody Mansion. While you're here, you can savor the top-notch restaurants.
Lizzadro Museum of Lapidary Art
8.2/10 (74 reviews)
You can spend an afternoon exploring the galleries in Lizzadro Museum of Lapidary Art during your trip to Oak Brook. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
What to do in Oak Brook
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Chicago By Night River and Lake Cruise
CA $70
per adult
92% of travellers recommend
Frequently asked questions
How much does an Oak Brook vacation package cost?
You'll find cheap prices from CA $911 on Expedia for your Oak Brook break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Oak Brook costs.
What are the cheapest months to go to Oak Brook?
January, February and April are great times to search for cheap Oak Brook vacation packages. Opting to travel in quieter months means you can typically find lower prices on hotels and flights.
How many days is enough for Oak Brook?
Dedicate around 2 days for your Oak Brook vacation to take in everything that makes this place unique. Explore key neighbourhoods, including Yorkfield and York Centre. Then check out top attractions like Yorktown Shopping Centre and Galloping Ghost. With a well-organized itinerary, you'll be kept busy with room for some relaxation too. Want to venture outside of Oak Brook? Consider fitting in a day trip or two.
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'd like to check out attractions like Mayslake Peabody Mansion and Lizzadro Museum of Lapidary Art or take the road less travelled, you'll find plenty to keep you busy during your Oak Brook vacation.
How to find the best Oak Brook package deals?
Use Expedia's filter tool to find some tempting Oak Brook package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Oak Brook package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Oak Brook vacation as a package?
You can enjoy significant savings on your next Oak Brook getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Oak Brook?
If you're planning a spontaneous Oak Brook getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Oak Brook?
- Pick your travel dates: The things you'd like to do in Oak Brook and your preferred season will help you decide when to travel.
- Set your budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to Oak Brook. Then, choose a property that fits your budget, whether that's an economical stay or a more upscale retreat.
- Decide your trip length: Consider how long you'd like to spend discovering Oak Brook. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick an Oak Brook vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
