Oakbrook Terrace Holidays from £962

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Oakbrook Terrace Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Nice clean friendly property.

Reviewed on 27 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 24 Jun 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
12 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (211 reviews)
other than the mold on the soap dispenser this hotel is beautiful

Reviewed on 27 Jun 2025

Art Villa

Art Villa

5 out of 5
West Town
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
No reviews
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
9 Sept - 13 Sept
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
Very comfortable hotel. Very responsive staff.

Reviewed on 25 Jun 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
per person
12 Sept - 19 Sept
found 21 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (251 reviews)
The hotel is nice and located in a great area. It’s within walking distance to several points of interest. The staff were friendly and helpful. I really enjoyed my stay.

Reviewed on 13 May 2025

Oakbrook Terrace Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
2,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC

Our pick of the best Oakbrook Terrace Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. ...
8.4/10 Very Good! (4,279 reviews)
"Perfect property, everything is walkable distance"

Reviewed on 26 Jun 2025

Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,921 reviews)
"We especially loved the room service, but the best was the unique indoor pool!!"

Reviewed on 25 Jun 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,327 reviews)
"My daughter and I had a great time. The only thing we did like is that the pool was out of service and construction being done."

Reviewed on 24 Jun 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,809 properties in Oakbrook Terrace
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oakbrook Terrace travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oakbrook Terrace from just £962. And the more you bundle, the more you save. Your dream holiday has never been so affordable.
If I'm not able to travel, can I cancel my Oakbrook Terrace travel package?
You can. We totally understand that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Oakbrook Terrace travel package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Oakbrook Terrace?
Just imagine all the amazing things you could do in Oakbrook Terrace with extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into an Oakbrook Terrace travel package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 properties worldwide. Whether you're taking off with the entire family or adventuring alone, organising a trip to Oakbrook Terrace is better with a package.
Does Expedia offer Book Now, Pay Later Oakbrook Terrace holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your next trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a little each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment plan. Put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Oakbrook Terrace?
A getaway to Oakbrook Terrace isn't complete without seeing Drury Lane Theatre, Rush Health and Loyola Ambulatory Centre. Stay near these popular sights and make sightseeing easy.
What are the top hotels in Oakbrook Terrace?
One of the most popular places to stay in Oakbrook Terrace is Holiday Inn Chicago-Oakbrook, an IHG Hotel, in the York Centre area. Wander the city by day and then put your feet up in this comfortable hotel after the sun goes down.
How far in advance should I book my Oakbrook Terrace holiday?
Travellers can normally look up international flights on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to purchase a cheap ticket just weeks before your journey.
What does an Expedia Oakbrook Terrace travel package include?
Expedia has everything you need to lock in Oakbrook Terrace escape, but how your package is structured is entirely up to you. Choose from a combination of rental cars, hotels and flights. After a few activities to fill in your time? Once you've made your booking, you can add them too. No matter your style, there's a travel package to meet your needs.
What should I know before booking an Oakbrook Terrace travel package?
A travel package can be customized for your budget and is a terrific way to make your budget go further. How much you include is up to you. Rental cars, hotels and flights --- come up with a combination that works with your plans.
Can I choose my airline with an Oakbrook Terrace Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to Oakbrook Terrace in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.

Discover the most popular places to visit in Oakbrook Terrace

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

Unmissable things to do in Oakbrook Terrace

River tour boat in Chicago

Architecture River Tour

£36
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Oakbrook Terrace

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.