Oak Brook Vacations from $219

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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.
Holiday Inn Express & Suites Zion by IHG

Holiday Inn Express & Suites Zion by IHG

2.5 out of 5
Price was $328, price is now $219 per person
$219
per person
May 29 - May 31
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (205 reviews)
The rooms were ok. The elevator was broken every day i was there. Overall a mehh place. Works for what it is.

Reviewed on Apr 20, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,265, price is now $770 per person
$770
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,914 reviews)
Great staff, very attentive to needs, very helpful

Reviewed on Apr 24, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,159, price is now $761 per person
$761
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,458 reviews)
No restaurant or available food after 10pm.

Reviewed on Apr 21, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,249, price is now $823 per person
$823
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,348 reviews)
Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant.

Reviewed on Apr 22, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $925, price is now $625 per person
$625
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,328 reviews)
I chose this hotel based on location and proximity to my work conference. I was pleasantly surprised with the amazing customer service, cleanliness of the room and amenities available. I even noticed the main in my room used an “Emily hotel” zip tie for one of my chargers that wasn’t tied up. So sweet of her! I also enjoyed the coffee bar downstairs. I tried the tuna bowl with quinoa downstairs at the Faro restaurant. It was okay. The service was very slow and not as friendly as the hotel staff was!

Reviewed on Apr 22, 2026

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Discover the most popular places to visit in Oak Brook

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

What to do in Oak Brook

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$27
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

$38
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Oak Brook

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
$116 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
Total with taxes and fees
8/10 Very Good! (10,133 reviews)
wifi wouldn’t connect, when we called the front desk to ask (I had work I needed to do, and specifically checked before booking that the room included wifi) was met with attitude to “just connect” even though the wifi network wasn’t visible or available. also, you have no control over the temperature ...

Reviewed on Apr 24, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$116 nightly
The price is $136 total per night from Apr 26 to Apr 27
$136 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (5,123 reviews)
Wonderful and helpful sstaff. Excellent location

Reviewed on Apr 24, 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $147 total per night from Apr 26 to Apr 27
$147 total
Apr 26 - Apr 27
Total with taxes and fees
8.2/10 Very Good! (2,635 reviews)
The staff were extremely impressed and helpful. Help me with restaurant choices, where to go for tours. Only thing I regretted was not packing the proper clothes for the chance of weather. It was my personal birthday present to me and I did enjoyed myself.

Reviewed on Apr 24, 2026

Hotel Felix River North/Magnificent Mile
See all 5,297 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.

Find the Best Oak Brook Vacation Packages

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

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Frequently asked questions

How much does an Oak Brook vacation package cost?
You'll find cheap prices from $219 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?
Boasting a host of highlights starting with its top-notch golfing, Oak Brook is a good vacation destination. Whether you want to explore sights such as Oakbrook Center Mall and Oak Brook Golf Course or take the path less traveled, you'll find loads to see and do on your Oak Brook vacation.
How to find the best Oak Brook package deals?
Start your search for an Oak Brook package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Oak Brook package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oak Brook escape underway.
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're planning an impromptu Oak Brook getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Oak Brook?

  1. Pick your travel dates: The things you want to do in Oak Brook and your preferred season will help you decide when to travel.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Oak Brook.
  3. Explore Oak Brook using Expedia's trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Oak Brook. You can also save your favorite places, collaborate with friends and family and organize all your plans in one place.
  4. Set the duration of your trip: Start by compiling a list of the attractions you want to experience in Oak Brook. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Oak Brook vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on Oak Brook's best offerings. Find all the exciting things to do in Oak Brook with our dedicated activity 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.

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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.