A waterfall cascading over a rocky ledge surrounded by autumn foliage.

Oakbrook Terrace Vacations from $484

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, 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.
  • Jan 28 - Jan 31

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $705
    $484
    per traveler
    found 1 day ago
    Pendry Chicago
  • Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (608 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $911
    $575
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Jan 22 - Jan 25

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,679 reviews)
    "Clean room, excellent location and free breakfast! Most tourist areas are under a 20 minute walk"
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $726
    $487
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Jan 22 - Jan 25

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,005 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $815
    $556
    per traveler
    found 1 day ago
    Eurostars Magnificent Mile
  • Dec 17 - Dec 21

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,782 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $806
    $559
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Oakbrook Terrace

Oakbrook Terrace Hotel Deals

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

Is Oakbrook Terrace better suited for a beach vacation or a cultural trip?

An Oakbrook Terrace vacation is primarily suited for travelers seeking a central urban destination with family-friendly attractions and entertainment options. The area is known for its city and urban attractions, offering a blend of shopping, dining, and performances.


You'll find popular spots like Oakbrook Center Mall and Drury Lane Theater, both about 2 miles from the city center. For outdoor activities, Morton Arboretum is about 9 miles away. While the city has a history, even once being named Utopia, its main draw today is its modern urban appeal.


Your Oakbrook Terrace vacation package can be customized around these activities and attractions.

How can I save money on a Oakbrook Terrace vacation package?

When you bundle, you can save up to 30%*. To save money on a Oakbrook Terrace package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What are the top things to do in Oakbrook Terrace?

An Oakbrook Terrace vacation offers a variety of attractions, from shopping and entertainment to outdoor spaces and amusement parks:


Browse and book things to do in Oakbrook Terrace on Expedia.

Do you need to rent a car in Oakbrook Terrace, or is public transport enough?

For an Oakbrook Terrace vacation package, renting a car offers the most flexibility, especially if you plan to explore attractions beyond the immediate city center. Pace provides bus service connecting Oakbrook Terrace to Chicago, Wheaton, and other destinations.


Having a car makes it easier to reach family-friendly attractions like Six Flags Great America, about 5 miles from central Oakbrook Terrace, or the natural beauty of Morton Arboretum, about 9 miles away. It also provides convenient access to shopping at Woodfield Mall, about 7 miles from the center. If you're arriving by air, Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the primary airports serving the area, and a rental car can simplify transfers and onward travel.

Are there vacation package hotels in Oakbrook Terrace within walking distance of restaurants and shops?

Oakbrook Terrace vacation package hotels offer convenient access to dining and shopping, particularly around major retail centers.


For example, Le Méridien Chicago - Oakbrook Center, a 4.5-star hotel rated 8.4 out of 10, is about a 5-minute walk from Oakbrook Center Mall, which features numerous shops and restaurants. The 3.5-star Chicago Marriott Oak Brook, rated 8.2 out of 10, and the 4-star DoubleTree by Hilton Chicago - Oak Brook are also both about a 5-minute walk from Oakbrook Center Mall.


Actual walking routes may differ from straight-line distances, so it's always a good idea to check the map for your selected hotel.

Can I change or cancel my Oakbrook Terrace vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Oakbrook Terrace vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Oakbrook Terrace vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oakbrook Terrace vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Oakbrook Terrace?

To find last-minute vacation packages to Oakbrook Terrace, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Oakbrook Terrace vacation packages?

Free cancellation on a Oakbrook Terrace vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Oakbrook Terrace vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oakbrook Terrace getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Oakbrook Terrace vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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