Book Exclusive Oakbrook Terrace Vacation Packages

Choose one or more items to build your trip:

Oakbrook Terrace flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,603, price is now CA $1,060 per person
CA $1,060
per person
Jan 23 - Jan 30
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $2,243, price is now CA $1,456 per person
CA $1,456
per person
Jan 23 - Jan 30
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,734, price is now CA $1,158 per person
CA $1,158
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $2,784, price is now CA $1,912 per person
CA $1,912
per person
Jan 23 - Jan 30
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,057, price is now CA $2,112 per person
CA $2,112
per person
Dec 28 - Jan 2
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

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
CA $197 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $165 per night
CA $165
CA $197 total
Dec 1 - Dec 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
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 $151 per night
CA $151
CA $180 total
Dec 10 - Dec 11
includes taxes & fees
Book a stay at this 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.
Pet-friendly
Free WiFi
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $170 per night
CA $170
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Pool
Pet-friendly
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $149 per night
CA $149
CA $177 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this boutique 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $193 per night
CA $193
CA $271 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Pool
Hot tub
Don't see what you're looking for?
See all available properties in Oakbrook Terrace
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.

Stay near popular Oakbrook Terrace attractions

Drury Lane Theater

8.8/10 (93 reviews)
You can enjoy a show at Drury Lane Theater during your trip to Oakbrook Terrace. Amble around this family-friendly area's riverfront or attend a sporting event.
See properties

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 being sold for only CA $1,060, there's no need to empty your piggy bank to travel to Oakbrook Terrace. Travelocity can help. Combine experiences, flights and hotels into a package and score some impressive discounts. The more you book, the bigger the savings.
How long should my Oakbrook Terrace vacation be?
Most travelers book their hotel for 2 nights in Oakbrook Terrace. But that doesn't necessarily mean you have to do that. How long you stay all depends on what you feel like doing on your vacation. If you intend to explore every inch of this fantastic place, consider staying another night or so (or even an extra week!).
Where can I get the best vacation package deals for Oakbrook Terrace?
For an affordable package deal to Oakbrook Terrace, you can't go past Travelocity. Take your pick of 400 partner airlines and 1,000,000 properties across the globe to create your dream trip — it's as easy as that.
Why should I book my Oakbrook Terrace vacation package via Travelocity?
With exceptional service, customer support available 24/7 and some of the most idyllic getaways money can buy, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Oakbrook Terrace car rental if I combine it with a hotel or flight?
Bundling your car, flight and hotel into an Oakbrook Terrace vacation package is an easy way to score an incredible deal. Plus, having your own wheels gives you total freedom to find your way to all those big-name sights you're itching to check out. Located 56 kilometers from Oakbrook Terrace, Six Flags Great America is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.
Which airport is best for Oakbrook Terrace?
O'Hare Intl. Airport (ORD) is one of the busiest airports in Oakbrook Terrace. It's roughly 14 kilometers north of the city center. Your other options are Midway Intl. Airport (MDW) (21 kilometers away from central Oakbrook Terrace) and Lewis University Airport (LOT) (29 kilometers away from central Oakbrook Terrace).
Where should I stay when visiting Oakbrook Terrace?
Many travelers hit the hay at the Sleep Inn Oakbrook Terrace - Chicago. It's sure to be a great base for your Oakbrook Terrace escape.

Photos of local treasures

Browse Oakbrook Terrace vacation photos for more inspiration

A waterfall cascading over a rocky ledge surrounded by autumn foliage.

Explore More Ways to Travel with Travelocity