Oakbrook Terrace Vacations from $314
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
The Latest Oakbrook Terrace vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
$888
per person
Oct 21 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Hotel was so comfortable and the staff was so kind and professional. The best breakfast buffet i have seen at a hotel. The location couldn’t have been any better.
Reviewed on Aug 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Oakbrook Terrace
View all tripsStay near popular Oakbrook Terrace attractions
Drury Lane Theater
8.8/10 (93 reviews)
This historic theater captivates with Broadway-caliber musicals and intimate performances in an elegant setting. Enhance your evening with pre-show dining at Lucille Restaurant, known for its champagne brunch.
Loyola Medicine Oakbrook Terrace
Though Loyola Medicine Oakbrook Terrace might be what brings you to town, perhaps you'll have a chance to explore more of Oakbrook Terrace while you are here.
What to do in Oakbrook Terrace
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
Oakbrook Terrace Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$117 nightly
$140 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
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,958 reviews)
"Nice and clean property. Walkable. Close to the Red Line."
Reviewed on Aug 8, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$217 nightly
$255 total
Aug 30 - Aug 31
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 Oakbrook Terrace Vacation Packages
Oakbrook Terrace Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 2,200 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
More vacations you might like
Frequently asked questions
How much does an Oakbrook Terrace vacation package cost?
You'll find cheap prices from $314 on Expedia for your Oakbrook Terrace getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Oakbrook Terrace costs.
What are the cheapest months to go to Oakbrook Terrace?
November, December and January are great times to look for cheap Oakbrook Terrace vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and hotels.
How many days is enough for Oakbrook Terrace?
The ideal length of your Oakbrook Terrace vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Oakbrook Terrace package deals?
Landing a cheap Oakbrook Terrace package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Oakbrook Terrace package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Oakbrook Terrace vacation as a package?
You can enjoy significant savings on your next Oakbrook Terrace getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakbrook Terrace?
If you have your Oakbrook Terrace travel dates locked in, book as soon as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Oakbrook Terrace vacation packages?
Jet off on your dream escape to Oakbrook Terrace with help from our Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals while they last.
Explore a world of travel with Expedia
- The Salt Shed
- Navy Pier
- Holy Trinity Russian Orthodox Cathedral
- Wrigley View Rooftop
- Villa Park Vacations
- Driehaus Museum
- St. John Cantius Church
- Depaul University-Loop Campus
- Wrigley Building
- Holy Name Cathedral
- Our Lady of Sorrows Basilica
- Richard J. Daley Center
- Jane Addams' Hull-House Museum
- Cadillac Palace Theatre
- 900 North Michigan Shops
- Michigan Avenue Bridge
- Packer Schopf Gallery
- Zhou B Art Center
- Rainbow Falls Waterpark
- Apollo Theater Chicago
- House of Blues Chicago
- Depaul University-Lincoln Park
- West Loop Vacations
- Mary Bartelme Park
- Centennial Beach
- Montrose Beach
- St. Josaphat Church
- Merchandise Mart
- Wheaton College
- Oakbrook Center Mall
- 333 West Wacker Drive
- Humboldt Park
- American Police Center & Museum
- Picasso Statue
- York Woods County Forest Preserve
- Tribune Tower
- Lincoln Park Zoo
- Garfield Park
- The East Bank Club
- Goose Island Vacations
- Raging Waves Waterpark
- Defiant Theatre
- Gorilla Tango Theatre
- Lombard Vacations
- Marina City
- Wicker Park Vacations
- Unity Temple
- Art Institute of Chicago
- Chicago Museum Campus Vacations
- Ty Warner Park
- Briar Street Theatre
- Woodfield Mall
- Chicago Vacations
- Marshall Field Building
- Michigan Avenue
- Carbide and Carbon Building
- Chicago Cultural Center
- Ping Tom Memorial Park
- Legoland® Discovery Center
- Morton Arboretum
- Maxwell Street Market
- Willis Tower
- Monique Meloche Gallery
- Roosevelt University
- Yorktown Shopping Center
- Armitage Avenue
- Cooking & Hospitality Institute of Chicago
- International Museum of Surgical Science
- Chicago Place Mall
- Lilacia Park
- Grace Abbott Homes Vacations
- Graue Mill and Museum
- Advocate Illinois Masonic Medical Center
- St Nicholas Ukrainian Catholic Cathedral
- Skydeck Ledge
- Oak Brook Golf Course
- Chicago City Hall
- Illinois Centennial Memorial Column
- University of Illinois Chicago
- Oak Brook Vacations
- Magnificent Mile Vacations
- Mayslake Peabody Mansion
- Flat Iron Building
- Civic Opera House
- St. Basil Greek Orthodox Church
- Anna and Frederick Douglass Park
- Chase Tower
- Cibc Theatre
- Goodman Theater
- Lizzadro Museum of Lapidary Art
- Chicago Children's Museum
- Fourth Presbyterian Church
- Depaul Art Museum
- Bridgeport Art Center
- Canalport Riverwalk Park
- Cantigny Park
- Wrigley Field
- 311 S Wacker Dr
- Rookery
- Shops at North Bridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
