Deals on vacations and trips to Oak Brook

Save when you book Oak Brook, IL package deals

Choose two or more items and save on your trip:

Oak Brook flight + hotel vacation packages

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
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
May 23 - May 26
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.
Prices and availability subject to change. Additional terms may apply.

Top Oak Brook hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Apr 28 - Apr 29
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
per night
Apr 21 - Apr 22
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Parking available
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
per night
Apr 23 - Apr 24
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $91 per night
$91
per night
Apr 21 - Apr 22
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and a communal living room are also offered.
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
per night
Apr 21 - Apr 22
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
The price is $199 per night
$199
per night
Apr 21 - Apr 22
This historic hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the steam room, bar/lounge, and coffee shop.
Don't see what you're looking for?
See all available properties in Oak Brook
View all properties
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.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 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(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 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

Frequently asked questions

How much are vacation packages to Oak Brook?
$644 is all you’ll need for an unforgettable break in Oak Brook. Bundle your flights and hotel into a Travelocity package and see the savings grow. With such good prices, there’s never been a better time to travel.
How long should my Oak Brook vacation be?
Many travelers stay roughly 2 nights in Oak Brook. But you don’t have to follow the crowd. Whether you decide to stay for a couple of days or a couple of weeks, you’ll enjoy discovering all the amazing things that this place has to offer.
Where can I get the best vacation package deals for Oak Brook?
It’s hard to top Travelocity when it comes to putting together your Oak Brook package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to select from. Plan your escape now and get ready to tick another exciting place off your to-do list.
Why should I book my Oak Brook vacation bundle via Travelocity?
From enchanting destinations to thrilling experiences, we have everything you need to satisfy your travel desires. Our 24/7 support will also ensure you’re taken care of before, during and after your getaway. And don’t worry if you notice a cheaper price on your reservation, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Oak Brook car rental if I combine it with a hotel or flight?
Bundling your hotel, car and flight into an Oak Brook vacation package is an excellent way to score an amazing deal. Plus, having your own set of wheels gives you absolute freedom to find your way to all those big sights you’d like to check out. Situated 35 mi from Oak Brook, Six Flags Great America is one place that should be on your to-do list. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Oak Brook?
If you’re eager to avoid expensive airfares, tourist hordes and sold-out hotels, plan your trip outside of May, June and July. The quietest time to visit Oak Brook is December, January and February. You’ll find the highest hotel rates in and the most affordable in .
Which airport is best for Oak Brook?
It’s most likely you’ll be arriving at O’Hare Intl. Airport (ORD), located 10 mi north of downtown Oak Brook. Midway Intl. Airport (MDW) (12 mi away from central Oak Brook) and Lewis University Airport (LOT) (18 mi away from central Oak Brook) are your other choices.
What is there to do in Oak Brook?
While hopping off the tourist trail is rewarding, you really shouldn’t miss the big-name attractions that make a destination famous. Oakbrook Center Mall and Oak Brook Golf Course are a couple of them in Oak Brook.
Where should I stay when visiting Oak Brook?
Many people opt to check in to the Hyatt House Chicago Oak Brook. It’s sure to be a great base for your Oak Brook escape.