Book Exclusive Oakbrook Terrace Vacation Packages

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Oakbrook Terrace flight + hotel packages

Prices and availability subject to change. Additional terms may apply.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 28 - Jul. 2
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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
Jun. 28 - Jul. 2
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Park Hyatt Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Chicago - Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Top Oakbrook Terrace 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 CA $166 per night
CA $166
per night
Apr. 29 - Apr. 30
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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 CA $181 per night
CA $181
per night
Apr. 28 - Apr. 29
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for River Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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 CA $219 per night
CA $219
per night
Apr. 28 - Apr. 29
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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 CA $111 per night
CA $111
per night
Apr. 29 - Apr. 30
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Hotel Felix River North/Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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 CA $159 per night
CA $159
per night
Apr. 28 - Apr. 29
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Art Institute of Chicago and Millennium Park are located nearby. Discover genuine guest reviews for Club Quarters Hotel, Central Loop, Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario, Chicago, IL
The price is CA $136 per night
CA $136
per night
May 12 - May 13
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Aloft Chicago Mag Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
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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(158 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(141 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(459 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Navy Pier

Oakbrook Terrace Vacations

Get your trip started on the right foot by familiarizing yourself with Oakbrook Terrace before you jet off.

A neighborhood in the popular city of Chicago, Oakbrook Terrace is 18 miles (29 kilometers) west of the heart of the action.

At last count, the population of Chicago was 2,700,000.

Places to visit in Oakbrook Terrace

Get together with like-minded peers and get prepared to be inspired at one of the conferences or events hosted at Drury Lane Theater. Need some more options? Oakbrook Center Mall is the perfect place to go if you feel like a bit of window-shopping. With crowds of people coming and going, you'll have stacks of fellow shopaholics to keep you company!

Where do you fly into for Oakbrook Terrace?

Pack your bags, grab your passport and prepare for a wild adventure. When you touch down at O'Hare International Airport (ORD), you'll be just 9 miles (14 kilometers) to the north of Oakbrook Terrace.

Frequently asked questions

How much are vacation packages to Oakbrook Terrace?
With vacation packages on offer for only CA $1,163, it’s not necessary to wipe out your bank balance for your getaway to Oakbrook Terrace. Travelocity is here to help. Combine hotels, flights and tours into a convenient package and receive some fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Oakbrook Terrace?
No matter your travel style, Travelocity can help you lock in the perfect Oakbrook Terrace package deal. All you need to do is pick and choose between our 400 air carriers and 665,000 properties around the world.
Why should I purchase my Oakbrook Terrace vacation bundle via Travelocity?
We have experiences and destinations for every type of globetrotter, top-quality service and 24/7 support. And the icing on the cake is we’ll match any lower price you discover with our Price Match Guarantee.
Will I save money on my Oakbrook Terrace car rental if I book it with a hotel or flight?
Absolutely — and if you also add an activity or experience to your Oakbrook Terrace vacation package, you’ll save some more. With an affordable package from Travelocity, you can find things to do around the region that are right for you. Then, jump in your rental car and work your way through the list. Six Flags Great America is one impressive attraction to key into your GPS. You’ll find it 60 kilometersfrom Oakbrook Terrace.
What is the best time of year to go to Oakbrook Terrace?
Traveling in the low season, , comes with a swag of benefits — think bargain hotels and airfares and less jostling with throngs of tourists. But there’s a real charm to the destination in the busiest season. More events will be staged and more attractions will be open in . If you want to stretch your budget, generally offers the cheapest hotel prices. You’ll pay more for a bed in .
What is there to do in Oakbrook Terrace?
Take out your travel itinerary and make time for Drury Lane Theater and Loyola Ambulatory Center. They are some of the best-known attractions in Oakbrook Terrace.
Where should I stay when visiting Oakbrook Terrace?
You’re sure to have a restful night’s sleep at the Hilton Chicago/Oak Brook Suites. Have a look now to see what’s on offer for your dates.
Can I go on vacation to Oakbrook Terrace at this time?
Find out all the info you should know about quarantine policies and travel restrictions before you fly to Oakbrook Terrace. Our Covid-19 Travel Advisor is full of useful advice to help make your trip as smooth and carefree as possible.