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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Feb. 22 - Feb. 27
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
W Chicago - Lakeshore

W Chicago - Lakeshore

4.5 out of 5
Downtown Chicago
per person
Feb. 22 - Feb. 27
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Mar. 17 - Mar. 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
Downtown Chicago
per person
Feb. 22 - Feb. 27
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Feb. 22 - Feb. 27
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park 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 $150 per night
CA $150
CA $176 total
includes taxes & fees
24 Dec - 25 Dec
Book a 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 Millennium Park are located nearby.
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 $134 per night
CA $134
CA $157 total
includes taxes & fees
22 Jan - 23 Jan 2025
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.
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $200 per night
CA $200
CA $277 total
includes taxes & fees
10 Jan - 11 Jan 2025
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Free cancellation
The price is CA $162 per night
CA $162
CA $191 total
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
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 $138 per night
CA $138
CA $162 total
includes taxes & fees
5 Jan - 6 Jan 2025
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.
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 $171 per night
CA $171
CA $243 total
includes taxes & fees
29 Dec - 30 Dec
Stay at this 4-star 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.
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.

Popular places to visit

Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring central business district, a city and a sporting event

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 theater scene in this vibrant area.

Wrigley Field
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

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 $899, 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