Oak Brook Vacation Packages

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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.

Top Oak Brook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
8.8/10 Excellent! (207 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on Mar. 16, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.2/10 Wonderful! (96 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
8.6/10 Excellent! (189 reviews)
This hotel has a managing problem.

Reviewed on May 13, 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.6/10 Exceptional! (976 reviews)
Everything exceeded our expectations and would highly recommend! Stunning rooms that make the Ritz and Four Seasons look pathetic!

Reviewed on May 2, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
The best hotel hands down!

Reviewed on May 13, 2024

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 CA $202 per night from May 27 to May 28
CA $202
CA $238 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (6,744 reviews)
"Its close to manny atractions manny food places near and it is clean."

Reviewed on May 17, 2024

Congress Plaza Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 27 to May 28
CA $150
CA $196 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (2,585 reviews)
"Large, super clean, convenient hotel. Staff was excellent and friedly. Bar staff was great. Would definitely stay again."

Reviewed on May 16, 2024

Warwick Allerton - Chicago
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $266 per night from May 26 to May 27
CA $266
CA $346 total
includes taxes & fees
May 26 - May 27
8.6/10 Excellent! (1,002 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"

Reviewed on May 10, 2024

The Westin Michigan Avenue Chicago
See all 4,790 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oak Brook vacation package cost?
Starting from only CA $1,890, a package is your gateway to low-cost travel. Custom build your Oak Brook adventure by picking from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Oak Brook?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into an Oak Brook vacation package to save tons of cash. Score even more discounts when you include extras such as activities or tours to your booking. But that’s not the only impressive part. You have the freedom to tailor your trip your way. We offer more than 550 airlines and 1,000,000 hotel options globally, so that everyone has a chance to travel and fulfill those vacation dreams.
Where should I stay in Oak Brook?
With popular attractions such as Oakbrook Center Mall and Drury Lane Theater in this neighborhood, look for a hotel positioned near them. Yorktown Shopping Center is another Oak Brook hot spot that visitors flock to.
What are the top hotels in Oak Brook?
Get your escape off to a flying start by booking a stay at Le Méridien Chicago - Oakbrook Center. It’s one of most popular hotels in Oak Brook. Another cozy option is Hyatt House Chicago Oak Brook.
How far in advance should I book my Oak Brook vacation?
Savvy travelers often book early. You can normally start comparing international fares on Expedia up to a year before your flight. If you’ve left things to the last minute, don’t despair. Bargain prices occasionally occur just weeks prior to departure.
What does an Expedia Oak Brook travel package include?
Select from a combination of hotels, rental cars and flights. Once you’ve made your booking, you can add some tours and activities. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to crafting your ideal Oak Brook escape.
What should I know before booking an Oak Brook travel package?
An Expedia travel package can be customized for your circumstances and is a great way to make your hard-earned dollars stretch further. How little or much you include is completely up to you. Hotels, rental cars and flights — choose any combination that suits your plans.
Can I choose my airline with an Oak Brook Expedia vacation package?
With a vacation package, you’re the boss. Whether you’d like to fly to Oak Brook in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Oak Brook vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel and rebook your Oak Brook vacation package for free if you’ve booked in the last 24 hours. For bookings older than that, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Oak Brook

Image for Wrigley Field

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(141 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 Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

What to do in Oak Brook

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $311
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

CA $73
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
See all activities in Oak Brook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.