Oakbrook Terrace Vacations

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Find the Best Oakbrook Terrace Vacation Packages

Oakbrook Terrace Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩186,536 per night from Sep 1 to Sep 2
₩186,536
₩218,975 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,956 reviews)
"We stayed in a family suite. Both rooms were large. The beds were comfortable."

Reviewed on Aug 4, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₩240,934 per night from Aug 21 to Aug 22
₩240,934
₩317,569 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,825 reviews)
"The iconic and historic hotel are a magnificent landmark and there’s a thrill to entering the lobby every time!"

Reviewed on Aug 4, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is ₩202,863 per night from Aug 24 to Aug 25
₩202,863
₩238,140 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,328 reviews)
"Nice location"

Reviewed on Aug 1, 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,970 properties in Oakbrook Terrace
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.

Discover the most popular places to visit in Oakbrook Terrace

Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Frequently asked questions

How much does an Oakbrook Terrace vacation package cost?
You'll find cheap prices 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?
You can typically find lower prices and better availability in December, January and February. Explore our cheap Oakbrook Terrace vacation packages and you could score some great off-season deals.
How many days is enough for Oakbrook Terrace?
The ideal length of your Oakbrook Terrace vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to hit all the top sights and discover some hidden gems 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.
How to plan a trip to Oakbrook Terrace?

  1. Choose when to travel: Check your diary and get packing. Your favorite season and the type of activities available will also help you decide when to vacation in Oakbrook Terrace.
  2. Budget wisely: Besides the cost of your accommodations, you should consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Oakbrook Terrace.
  3. Decide how long to go for: Now that you know more about Oakbrook Terrace, you can work out the perfect length of your vacation. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right Oakbrook Terrace vacation package for you.

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