Oak Brook Vacations from $405

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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.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 15 - Nov 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,141 reviews)
Great room! Enough space to comfortably relax while waiting for the next activity. Would stay here again.

Reviewed on Sep 20, 2024

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 15 - Nov 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,911 reviews)
The staff was so friendly, the rooms were affordable with the perfect location. Great views from every angle of my room. Definitely will be going again

Reviewed on Sep 8, 2024

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 15 - Nov 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,529 reviews)
The property was in a great location with lots of affordable parking options. The staff was accommodating. The room was clean.

Reviewed on Sep 20, 2024

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (457 reviews)
Excellent Hotel in a good location on the Magnificent Mile!

Reviewed on Sep 20, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 15 - Nov 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
Convenience and friendly staff

Reviewed on Sep 18, 2024

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

Ready to book your vacation to Oak Brook?

 

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Oak Brook 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 $173 per night from Oct 2 to Oct 3
$173
includes taxes & fees
$147 per night
Oct 2 - Oct 3
7.6/10 Good! (7,814 reviews)
"Such an amazing historical hotel. Easily walked to things we had planned to visit."

Reviewed on Sep 18, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $144 per night from Sep 30 to Oct 1
$144
includes taxes & fees
$123 per night
Sep 30 - Oct 1
8.6/10 Excellent! (3,399 reviews)
Great Location
"Great location for people watching and access to tourist attractions"

Reviewed on Sep 20, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $235 per night from Oct 1 to Oct 2
$235
includes taxes & fees
$200 per night
Oct 1 - Oct 2
8.6/10 Excellent! (2,555 reviews)
"The room"

Reviewed on Sep 19, 2024

Eurostars Magnificent Mile
See all 4,308 properties in Oak Brook
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oak Brook vacation package cost?
You’ll find cheap prices from $405 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?
Known for its golfing and home to popular attractions like Oakbrook Center Mall, an Oak Brook vacation is sure to leave an impression. Another top sight to visit? Don’t miss Oak Brook Golf Course.
How to find the best Oak Brook package deals?
Use Expedia’s filters to help you find some terrific Oak Brook package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your trip for midweek, or search for Oak Brook package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it’s usually best to book your vacation package as early as possible.
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’ve got your Oak Brook vacation dates finalized, book as early as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Oak Brook?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the activities on offer will also help you decide when to vacation in Oak Brook.
  2. Plan your budget wisely: In addition to the cost of your stay, you’ll need to factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Oak Brook.
  3. Organize your Oak Brook escape with our trip planning tool: Search for and book stays and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Oak Brook together.
  4. Decide how long to go for: Now that you know more about Oak Brook, you can work out the perfect length of your vacation. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Bundle your hotel and flights: Awesome 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.
  6. Book experiences or activities in advance: Whether it’s a ticket to a major attraction or a day trip in nature, you won’t have to worry about missing out on the highlights of Oak Brook. Find all the exciting things to do in Oak Brook with our dedicated travel 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.

Discover the most popular places to visit in Oak Brook

Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Michigan Avenue

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Oak Brook

Image for Flyover in Chicago

Flyover in Chicago

$28
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

$54
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

$42
Per adult
86% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Oak Brook

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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.