Book Exclusive Oakbrook Terrace Vacation Packages

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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
Price was CA $1,097, price is now CA $750 per person
CA $750
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury 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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,885, price is now CA $1,253 per person
CA $1,253
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,636, price is now CA $1,100 per person
CA $1,100
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,584, price is now CA $1,066 per person
CA $1,066
per person
Jul 3 - Jul 6
found 16 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,203, price is now CA $811 per person
CA $811
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant 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
The price is CA $183 per night
CA $183
CA $217 total
May 26 - May 27
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
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 $197 per night
CA $197
CA $234 total
May 25 - May 26
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
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $194 per night
CA $194
CA $269 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Free WiFi
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 $173 per night
CA $173
CA $206 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
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 $119 per night
CA $119
CA $183 total
May 25 - May 26
includes taxes & fees
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.
Pet-friendly
Free WiFi
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Free cancellation
The price is CA $204 per night
CA $204
CA $243 total
May 25 - May 26
includes taxes & fees
Book a stay at this 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.
Pool
Free WiFi
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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

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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 fascinating museums.

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 being sold for only CA $750, 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

Autumn color along the banks of the DuPage River

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